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Point Me To First Class

Point Me To First Class

Devon Gimbel MD

How To, Places & Travel, Society & Culture, Education

4.9 • 1.2K Ratings

Overview

Point Me to First Class is a show for employed professionals, solopreneurs, entrepreneurs, and business owners with higher-than-average personal and/or business expenses who want to learn to leverage them into credit card points to spend on travel. Your expenses are your greatest untapped asset - but learning how to use them to travel the world doesn't have to be confusing or complicated. Each week, Devon Gimbel shares valuable tips, tools, and strategies to help you uplevel your skills earning and redeeming credit card points and shows you how to spend them on incredible travel experiences. Interested in learning more about working with Devon? Visit www.pointmetofirstclass.com to learn more. This podcast is for you if you find yourself asking questions like: How do I earn credit card points and use them for travel? How can I make my expenses benefit me? How can I earn as many credit card points for as little spending as possible? How to maximize value from credit card points. How to earn credit card points for travel. Turn credit card points into travel.

181 Episodes

170. Earn 10x Chase Points! The Paze Strategy Explained

Have you heard about the quiet Chase promotion that could be one of the biggest points-earning opportunities we've seen in years?   In May 2026, Chase launched a promotion through the digital payment platform Paze that allows cardholders to earn 10 times Chase Ultimate Rewards points on eligible transactions—and up to 14 times on certain cards through the end of 2026. Dr. Michelle Walther and I discuss why we were initially skeptical of this opportunity and why we've become convinced it could be genuinely significant for points enthusiasts.   Michelle and I break down how the Paze platform works, which Chase personal cards are eligible, what merchants currently accept Paze, and the surprising opportunities we've already discovered to maximize this promotion. We share the real purchases we've tested, the points we've already earned, the glitches we've encountered, and the stacking strategies that could generate enormous numbers of Chase points over the next seven months. We also discuss everything from Disney gift cards to DoorDash to gift card retailers like Newegg that make this promotion far more valuable than the merchant list initially suggests.   Download your Paze Troubleshooting guide: https://points.pointmetofirstclass.com/170-paze-guide   Get full show notes and transcript: https://pointmetofirstclass.com/chase-paze-promotion   Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 1 June 2026

169. Kyoto with Kids, Travel Mistakes & the Full Trip Cost: Japan Spring Break Breakdown

Have you ever fallen so in love with a city that you started seriously considering moving there?   That's exactly what happened to us in Kyoto. In part two of our Japan spring break trip recap, my husband Brandon and I continue our family travel story as we settle into five nights at the Park Hyatt Kyoto, a property so beautiful that I can confidently say it's the most stunning hotel I've experienced anywhere in the world. Brandon and I share our honest take on each Kyoto activity we did as a family, from the interactive art experience at Team Labs that became our trip highlight to the Nintendo Museum visit that had Brandon rethinking our packing strategy, to discovering that the famous bamboo forest came with far more crowds than we expected.   We also talk about the incredible food we ate that genuinely made us fantasize about relocating permanently, the travel decision I made for our journey home that turned into a stressful mistake, and the full accounting of what this entire nine-day trip actually cost. Listen as I break down every flight and hotel so you can see the real investment required to make this happen for a family of four.   Get full show notes and transcript: https://pointmetofirstclass.com/japan-family-trip-recap-part-2    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 25 May 2026

168. A $111k Family Trip to Japan for $1,660: How It Started

Have you ever been tempted to completely change your vacation plans because of an irresistible points deal?   That's exactly what happened when Japan Airlines did a random first class award dump last April. I couldn't resist jumping on the opportunity to book our family of four in first class to Tokyo - even though it meant splitting us across two different flights and completely scrapping our original Mexico plans.   For the first time in this podcast's history, my husband Brandon joins me at the mic to recap our spring break trip to Japan with our two kids. In part one of this two-part series, Brandon and I walk through how this accidental trip came together, what it was like flying Japan Airlines first class as a family, our stay at the newly renovated Park Hyatt Tokyo, and the reality of traveling with kids in Japan - from the Pokémon Cafe to nearly missing the bullet train to Kyoto.   This is an honest, unfiltered look at what goes right and what goes wrong even with advanced planning, as we cover the flight drama, the Tokyo highlights, and everything that happened before we made it to Kyoto.   Get full show notes and transcript: https://pointmetofirstclass.com/japan-family-trip-recap-part-1    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 18 May 2026

167. The Woman Dancing in the Sahara Arrived Terrified - Why the Right Adventure Trip Brings You Home to Yourself

Have you ever felt like you're so caught up in your daily roles and responsibilities that you've lost touch with who you are beneath all of that?   Dr. Stacey Funt, a radiologist, health coach, and founder of LH Adventure Travel, believes that travel has the power to help us reconnect: not just with the world around us, but with ourselves. She curates wellness and adventure group trips for women to some of the most transformative destinations on earth, from trekking the Inca Trail to exploring the Atlas Mountains to hiking in the Himalayas. But the real transformation doesn't come from the destinations themselves. It comes from what happens when women finally give themselves permission to step away from everything they're responsible for and into an experience that's entirely their own.   Dr. Stacey Funt and I discuss why that permission is often the hardest part, what changes when you remove the mental load of planning and managing everything, and why traveling with a group of like-minded women creates such a unique space for vulnerability and connection. She also opens up about how a solo trek in Nepal during one of the darkest periods of her life became the catalyst for building a business around creating these kinds of experiences for others. Get full show notes and transcript: https://pointmetofirstclass.com/wellness-adventure-travel-stacey-funt    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 11 May 2026

166. The Payroll Points Strategy Update: Cards, ROI & Best Practices with DeAndre Coke

If you're a business owner who pays payroll for yourself or your employees, you might be sitting on one of the biggest untapped points-earning opportunities in your business—and it doesn't require opening new cards or chasing welcome bonuses.   DeAndre Coke, a financial advisor and points expert, returns to the show to give us a much-needed update on earning credit card points for payroll expenses using the Zil Money platform. We first talked about this strategy back in Episode 105 last year, but right after that conversation aired, the entire system experienced major disruptions. DeAndre and I discuss what happened over the past year, what's different and working reliably now, and how business owners can approach this strategy moving forward.   DeAndre and I walk through the step-by-step process for how this works, which credit cards are currently the best options for maximizing points, and the real math behind the ROI—including the processing fees, platform costs, and how to actually evaluate whether this makes sense for your business. We also cover critical best practices to avoid disrupting your payroll and who this strategy is and isn't right for.   Get full show notes and transcript: https://pointmetofirstclass.com/earning-points-on-payroll-update    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 4 May 2026

165. Pack Your Bags for Austin: The 2027 Points Conference You've Been Waiting For

If you've ever wished you could talk about points and miles with people who are just as enthusiastic about it as you are—without worrying about annoying anyone—this episode is for you.   Dr. Andrea Mabry and I are officially announcing the 2027 Point Me to First Class Conference, taking place in Austin, Texas from April 29th through May 2nd at the Hyatt Regency Austin. After the incredible response to our first conference in Chicago, we knew we wanted to do this again—and this time, we're giving you a full year to plan ahead.   Listen in as Andrea and I discuss why we're hosting another live in-person event, what makes this format so valuable compared to learning online, and all the details you need to know about the conference. We share details from the speaker lineup and our session format to room rates, CME accreditation for medical providers, and how to register. Whether you've been to points conferences before or you're considering attending your first one, this episode walks through what to expect and who this conference is designed for.   Get full show notes and transcript: https://pointmetofirstclass.com/2027-conference-announcement-austin    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 27 April 2026

164. Credit Card Product Changes: 5 Strategic Ways to Strengthen Your Portfolio

If you've been holding the same credit cards for years, you might be missing out on one of the most underutilized strategies for building a stronger, more cost-effective rewards card portfolio.   Product changes don't get the same attention as opening new cards for big welcome bonuses or booking aspirational travel. But they offer surprising benefits that can help you lower annual fees, acquire cards that are no longer open to new applicants, and even stack spend thresholds in ways that compound your rewards. In this episode, I'm breaking down exactly what credit card product changes are, how they work, and the five main ways you can use them strategically to your advantage.   Listen in as I walk through the mechanics of upgrade and downgrade product changes, the key benefits and limitations to understand, and tactical examples of how to use product changes to hold multiple copies of high-value cards, access cards that are closed to new applications, and maximize bonus category earning without opening new accounts.   Get full show notes and transcript: https://pointmetofirstclass.com/credit-card-product-changes-strategy    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!  Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 20 April 2026

163. Listener Q&A: Bilt vs Amex, Spending Toward Status, & Rethinking Points Fundamentals

Have you ever wondered if the advice you're following about credit cards and points is still relevant—or if the landscape has shifted enough that the old "rules" no longer apply?   In this listener Q&A episode, I'm answering your questions on everything from Rakuten rewards strategy and Chase credit card approvals to hotel booking during peak travel times and whether hotel status is worth the spend. But the biggest topic I tackle is one I've been thinking about a lot lately: how my fundamental advice about earning and using points has evolved over the past decade.   Listen in as I walk through why I no longer recommend Chase as the automatic starting point for everyone, why co-branded credit cards are becoming more strategically important than they used to be, and why the barrier to entry in this hobby may be lower than ever—but the bar for getting real value is actually higher. Whether you're just starting out or you've been in this space for years, this episode offers both tactical answers and a bigger-picture look at how to think about points strategy in the current landscape.   Get full show notes and transcript: https://pointmetofirstclass.com/listener-qa-points-strategy-evolution    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 13 April 2026

162. Where Japan Airlines Miles Fit in Your Award Travel Strategy with Michael Gandara

If you've been transferring points to the same airline programs over and over, you might be missing out on one of the most fascinating but overlooked loyalty programs in the points world - Japan Airlines Mileage Bank.   Now that Japan Airlines is a direct transfer partner of Bilt, Capital One, and Rove, accessing this program is easier than ever. But given how new this is to many of us, you may not yet be familiar with its incredibly powerful sweet spots—both for flying on Japan Airlines operated flights and for booking flights on partner airlines.    In this episode, I'm joined by Michael Gandara from Nurse Michael Travels to break down how the Japan Airlines program works, highlight some of the best sweet spots for redeeming Japan Airlines miles, and talk about how to actually find and book those awards on the Japan Airlines website.   Michael and I discuss what makes this program different and powerful compared to other airline loyalty programs, walk through the practical realities of searching for award space, and cover the quirks you need to know before transferring miles. Whether you've been curious about Japan Airlines miles or you're ready to start using them strategically, this episode breaks down everything you need to know to start leveraging this program effectively.   Get full show notes and transcript: https://pointmetofirstclass.com/japan-airlines-miles-sweet-spots-strategy    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 6 April 2026

161. Points Earning Unicorns: Risk vs. Reward for Outsized Deals with Dr. Sujatha Murali

Have you ever seen a points deal that looked too good to be true? 250 Avios per dollar spent. 240 American Airlines miles per dollar. Those kinds of multipliers make you do a double-take and for good reason. Deals like these are as enticing as they are uncertain.    In this episode, I'm joined by Dr. Sujatha Murali to talk about what I call points earning unicorns—rare, outsized opportunities where the upside can be enormous, but the outcome is far from guaranteed. We break down how to think through the risk versus reward when these deals appear, the psychological traps that make them so hard to resist, and the framework we use to decide whether to jump in or sit one out.   Sujatha and I walk through real examples, including my decision to take advantage of the Simply Miles deal that netted me over 1.1 million American Airlines miles, and our decisions around the recent Kate Spade 250x Avios opportunity. We discuss how to evaluate whether you can actually use the points you're considering buying, the importance of reading terms and conditions even when you're excited, and how to build your own decision-making process. If you've ever wondered whether one of these deals is the opportunity of a lifetime or just a really expensive mistake, this episode gives you a framework for thinking it through.   Get full show notes and transcript: https://pointmetofirstclass.com/points-earning-unicorns-risk-reward    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!  Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 30 March 2026

160. The Uncapped Value of Hilton Free Night Certificates with Jess Field

If you've been focused on earning hotel points, you might be overlooking one of the most powerful strategies for saving money on luxury hotel stays—and it doesn't require hundreds of thousands of points.   In this episode, I'm joined by Jess Field of Points Talk Squad to break down exactly how Hilton free night certificates work and how you can strategically earn and use them for maximum value. Hilton free night certificates stand out because they have no cap on how many points a room can cost—as long as there's standard award availability, you can use a certificate even if the room would otherwise cost 200,000 or 250,000 Hilton points per night.   Jess and I talk about the best ways to earn these certificates, how to combine them with Hilton points for longer stays, which properties deliver the most spectacular value, and the current limited-time promotional offers that make this an especially compelling time to get into Hilton. Whether you're completely new to Hilton or you already have certificates sitting in your account, this episode gives you a clear framework for making the most of one of the most valuable perks in the points world.   Get full show notes and transcript: https://pointmetofirstclass.com/hilton-free-night-certificates-strategy    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 23 March 2026

159. The Hyatt Award Chart Overhaul: Points Strategy Shifts with The Points and Miles Doc

Over the past decade, Hyatt has had one of the most beloved hotel loyalty programs in the points world—and a big reason for that has been its simple, predictable award chart that made it possible to get incredible value from Hyatt points. That's (potentially) about to change as Hyatt recently announced a major overhaul to its award chart structure that will introduce dozens of new pricing levels and dramatically shift how award nights are priced at properties around the world. In this episode, I'm joined by Kelly, the Points and Miles Doc, to dig into what Hyatt announced, what these changes mean in practice for people who use Hyatt points, and whether this fundamentally shifts the value of Hyatt points going forward. We talk about the mechanics of the new evolved award chart, the potential impact on different types of travelers, why Hyatt made this change now, how it compares to what could have happened, and what strategy adjustments—if any—points users should consider making in response to these changes. If you've been following this announcement or you use Hyatt points for hotel stays, this episode walks through the details you need to understand what's shifting, what's staying the same, and how to position yourself for these changes.   Get full show notes and transcript: https://pointmetofirstclass.com/hyatt-award-chart-changes-2026    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 16 March 2026

158. Before You Pay Your Taxes by Credit Card: Avoid These Points-Killing Mistakes

If you're planning to pay taxes by credit card this year, now is the time to set up your strategy—not the week before tax day.   Every year, I see posts from people whose tax payment plans went sideways at the last minute. A declined charge, payments that didn't post, a payment that went to the wrong card—these problems are stressful on their own, but they're especially problematic when you're troubleshooting them on tax day. Listen in as I walk through the five key considerations for turning tax payments into points stress-free, plus the specific pitfalls that trip people up if they don't know to expect them.   I cover everything from creating your most powerful points-earning plan and timing your credit card applications correctly, to navigating the logistics of payment platforms and avoiding the PayPal mistakes that cost people thousands of points. I also share what you need to know about using Amex cards for tax payments, including why you should never use the virtual card number and how to access spend bonuses that make large tax bills even more lucrative for points earning.   Whether you're paying a few thousand or multiple six figures in taxes, this episode gives you the framework to maximize your points while avoiding the mistakes that derail so many people's tax payment strategies each year.   Get full show notes and transcript: https://pointmetofirstclass.com/tax-payments-points-strategy    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 9 March 2026

157. Shifting My Strategy: Why I'm Pursuing Status in Multiple Programs This Year

For the first time in over a decade, I'm actively chasing status in multiple loyalty programs—and it's a major shift from my usual points strategy.   Historically, status hasn't been a focus for me beyond Hyatt Globalist. But this year, I'm pursuing top-tier or near top-tier status in four programs: Hyatt Globalist, Bilt Platinum, Air France Flying Blue Platinum, and American Airlines Platinum Pro. Listen in as I walk through why these specific statuses suddenly jumped to the top of my priority list, what benefits justify the effort required to earn them, and my exact plan for qualifying for each one.   I also share the four key questions to ask yourself before chasing any status, because the reality is that you don't need status to have a successful award travel experience. From understanding opportunity costs to accessing status benefits through credit cards instead, this episode covers how to evaluate whether pursuing status actually makes sense for your travel style and goals.   Whether you're considering your own status strategy for the year or feeling confident about not chasing status at all, this episode will help you think strategically about how loyalty program status fits into your points plan.   Get full show notes and transcript: https://pointmetofirstclass.com/2026-loyalty-status-strategy    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 2 March 2026

156. Making Large Family Award Travel Actually Work with Dr. Alison Curfman (Part 2)

Today we're picking up where we left off last week with Dr. Alison Curfman—and diving into what happens after the flights are booked.   Part 1 covered how Alison finds award flights and books hotels for her family of six to eight people when they travel. In Part 2, we're talking about execution—the systems and strategies that make those trips actually run smoothly. Listen in as Alison shares her approach to managing overnight flights with kids, minimizing food costs, and keeping complex multi-city itineraries organized across dozens of bookings.   What makes this conversation different is how much it goes beyond a typical points strategy. We discuss Alison's framework for daily family meetings that give kids a voice and reduce meltdowns, her intentional approach to fostering independence by putting kids in charge of navigation and planning, and the creative ways she uses AI to enhance learning experiences on the ground. We also explore the career and mindset shifts that made her location-independent lifestyle possible, and how she's designed flexibility into both her work and family travel.   Whether you're planning your first big family trip or looking to refine your system for regular international travel, this episode offers practical strategies you can apply immediately.   Get full show notes and transcript: https://pointmetofirstclass.com/award-travel-large-families-part-2/    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 23 February 2026

155. Planning Award Travel for Large Families with Dr. Alison Curfman (Part 1)

If you've ever thought award travel isn't possible with a large family or group, this episode will change your mind.   In Part 1 of this conversation, I sit down with Dr. Alison Curfman, a pediatric emergency physician, entrepreneur, and relentless optimizer who regularly travels the world with her family—typically six to eight people depending on whether au pairs or grandparents join. After co-founding a healthcare company that scaled to a nine-figure valuation, Alison transitioned into advisory and consulting work that she could do from anywhere. Listen in as Alison walks through her exact strategy for finding business class flights for large groups, her hotel booking approach that keeps everyone comfortable without breaking the bank, and why positioning flights have become part of the adventure rather than a hassle.   We cover how she anchors her trip planning around long-haul flights, builds itineraries around award availability instead of fixed destinations, and uses spreadsheets and organization systems to keep track of multiple bookings across airlines and hotels. Allison also shares practical insights on traveling light with kids, leveraging Hyatt's loyalty program strategically, and combining fine hotels & resorts credits with points to maximize value on family trips.   Whether you're traveling with four people or eight, this episode offers a roadmap for making large family award travel not just possible, but truly enjoyable.   Get full show notes and transcript: https://pointmetofirstclass.com/award-travel-large-families-part-1    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 16 February 2026

154. The Most Memorable Credit Card Points Lessons from Real Travelers

Have you ever wondered what points lessons other travelers learned the hard way—so you don't have to?   Today's episode is a little different. I recently crowdsourced the biggest points lessons learned in 2025 from members of my community, and the responses were so good. Some were tactical, others were mindset-shifting, and more than a few had me laughing because they highlighted mistakes that are just so relatable in this hobby.   In this episode, I'm sharing the most insightful, surprising, and valuable takeaways from real travelers across the spectrum of experience—from those just starting their rewards journey to seasoned award travel veterans. I've organized these lessons around five main themes: be proactive and be prepared, stay curious and creative, don't let perfect be the enemy of done, automate and plan ahead to prevent year-end stress, and high-value specific tips you need to know.    From transfer timing surprises and phantom award space to the power of flexibility and actually spending your points instead of hoarding them, these real-life lessons will help you earn more strategically, book better redemptions, and navigate award travel with less stress in 2026.   Get full show notes and transcript: https://pointmetofirstclass.com/2025-points-lessons-learned/    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!  Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 9 February 2026

153. Avios Explained: Understanding Transfers & Maximizing Award Flights

In a hobby full of rules, Avios prove to be an exception—and understanding how they work can unlock some of the best award flight opportunities available.   In this episode, I'm breaking down everything you need to know about Avios, the points currency used by British Airways, Qatar, Finnair, Iberia, Aer Lingus, and several other airlines. One crucial aspect of Avios that makes them unique among points currencies is their ability to move between partner accounts, which creates opportunities you won't find anywhere else.   Listen in as I walk through what makes Avios so versatile, how to earn them strategically, and how to use their transferability to access better award pricing. I also cover British Airways' Points Boost feature that lets you buy Avios at a fraction of the usual cost, and share practical tips on setting up accounts, avoiding surprise fees, and finding the best value for your award flights.   Whether you're brand new to Avios or looking to squeeze even more value from these programs, this episode will show you how to think strategically about one of the most powerful—and underutilized—points currencies in award travel.   Get full show notes and transcript: www.pointmetofirstclass.com/avios-guide-transfers-sweet-spots    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 2 February 2026

152. Building Wealth Beyond Travel: Financial Planning for High-Earners with Lauren Oschman

If you've ever wondered what's the difference between just saving money versus creating wealth that actually matters, this conversation is for you.   In this episode, I'm joined by Lauren Oschman, founder of Vestia Personal Wealth Advisors, who grew up watching her interventional cardiologist father work incredibly hard while struggling to balance wealth building with being present at home. That experience shaped her entire approach to financial planning, which she now brings to nearly 600 physician families across the country. We're talking about how to identify what actually matters to you financially, the myths that keep high-earning women from taking control of their finances, and why you don't need to have your act together before working with a financial advisor.   Lauren and I discuss what financial advisors actually do beyond managing investments, the difference between saving money and strategically building wealth, and the biggest missed opportunities she sees among high earners. We get into practical strategies around tax planning over your lifetime, contract negotiation, and estate planning. We also talk about green flags and red flags when choosing a financial advisor and why dual physician households need different approaches to tax strategy. Whether you're just starting to think about wealth building or refining your financial strategy, this conversation offers insights and advice you can actually use.   Get full show notes and transcript: www.pointmetofirstclass.com/financial-planning-wealth-building-lauren-oschman   Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!   Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 26 January 2026

151. Bilt's 3 New Cards: A Complete Analysis & Strategy Guide

Have you ever wondered if earning points on your mortgage or rent is actually worth the math? Or whether a card that earns two times points on everything can really compete with what you're already holding? Bilt just released three brand new credit cards, and they're more complex than any card launch I've seen in a while. This isn't just about welcome bonuses and bonus categories— there's an entirely new internal currency called Bilt Cash, along with processing fees to calculate, and real formulas you need to run to figure out if any of these cards make sense for your situation. In this episode, I'm joined by Kelly, the Points and Miles Doc, to break down all three new Bilt cards: the no annual fee Bilt Blue, the $95 Bilt Obsidian, and the $495 Bilt Palladium. We analyze the welcome bonuses, points earning structures, and how each card compares to its closest competitors. We walk through the Bilt Cash system, explain exactly how much you'd need to spend to earn points on housing payments without paying fees, and discuss who these cards actually benefit. We also share why we both applied for the Bilt Palladium within hours of its release and what makes Bilt's transfer partners worth paying attention to. Get full show notes and transcript: http://pointmetofirstclass.com/bilt-credit-cards-2026-analysis Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 19 January 2026

150. 2025 Points Year in Review: How We Used Our Points, Chose Programs & Planned 2026 Travel (Part 2)

Today we're picking up where we left off last week in our 2025 points recap. In this second part of our year-in-review series, Dr. Andrea Mabry and I continue to break down the travel we actually booked with all those points we earned in 2025.    We're sharing the total value of travel we booked, our average redemption values, and the specific trips we planned—from family vacations to aspirational first class products. We also reveal what we've already booked for 2026, including trips worth over $300,000 combined.   Andrea and I each share how many points we used to book travel in 2025, what that travel was worth, and what we paid out of pocket in taxes and fees. We talk about booking business class for large groups from non-hub airports, navigating award space challenges and disappointments, and the airline products that delivered exceptional value versus the ones that fell flat.    Listen in as we discuss the strategic decisions behind our redemptions and the lessons we're applying to future travel. Whether you're planning your first award trip or refining your approach to premium cabin bookings, this episode offers real numbers, honest takeaways, and strategies you can apply to your own travel.   Get full show notes and transcript: https://pointmetofirstclass.com/2025-points-redemptions-year-in-review-part-2/   Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 12 January 2026

149. 2025 Points Year in Review: A Look Back at Cards, Strategies & Earning (Part 1) with Dr. Andrea Mabry

Do you ever wonder what cards other people have, how they use them, and exactly how many points they're earning each year? I'll be honest—I'm nosy when it comes to other people's points, and I love getting a peek inside someone else's points earning strategies. In this first part of a two-part year-in-review series, I've invited Dr. Andrea Mabry back to the show to break down everything that shaped our points earning in 2025. This has become one of my favorite Point Me to First Class traditions, and this year marks the third installment of this annual series. We're pulling back the curtain on the credit cards we opened, the unexpected opportunities we seized, and the total number of points we earned across all our points ecosystems, from Chase and Amex to Capital One, Citi, and beyond. Andrea and I each share our total points earned for the year, then break those numbers down by transferable versus airline-specific currencies, welcome bonuses versus organic spend, and the earning methods that delivered the most value. We talk about why this was an unusually busy year for new card acquisitions, what happened when an entire points program collapsed overnight, and what's on our radar for 2026.  Whether you're mapping out your own points strategy or just curious how two points enthusiasts approach earning at scale, this conversation offers real numbers, honest reflections, and the lessons we're taking into the new year. Get full show notes and transcript: www.pointmetofirstclass.com/2025-points-year-in-review-part-1  Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 5 January 2026

148. Your Year in Points Review: How to Audit, Learn, and Plan Smarter

Have you ever taken a step back and actually evaluated what your points did for you over an entire year? In this episode, I'm inviting you to do your own Year in Points Review—a way to look at how you earned points, how you used them, and whether your approach to earning and redeeming rewards helped you reach your travel goals. I walk through why a year-end points review is worth doing, including how it helps you evaluate what you did well, what you could do better, and how having clear data makes it easier to decide what to keep doing, what to stop doing, and what to focus on moving forward. I also share my personal process for reviewing both sides of the equation: points earning and points redeeming. From looking at different points ecosystems to understanding how points were earned and used, this episode walks through how to pull the details of the year into a clearer big picture. If you want to better understand how your points worked for you this year, this episode will show you how to get started. Get full show notes and transcript: https://pointmetofirstclass.com/​​year-in-points-review-2025 Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 29 December 2025

147. 2025 in Points and Miles In Review (Part 2): Key Changes, New Realities, and What Comes Next

What really changed in the points and miles world this year—and how should that shape your strategy going forward?   In part two of our 2025 Year in Review, Kelly and I continue breaking down one of the most transformative years we've seen in award travel. Beyond rising annual fees and tightening loyalty programs, this year revealed deeper structural shifts in how airlines price awards, who gets access to the best redemptions, and what flexibility actually looks like going forward.   We dig into the continued expansion of dynamic pricing—and why it isn't always the disaster it's made out to be. You'll hear real examples of when dynamic pricing has increased access and value, along with why moments of program change can sometimes be the best time to book.   We also explore how airlines are reshaping award access around status and cardholder loyalty in ways that go far beyond free bags or early boarding. For the first time, elite status and co-branded cards are directly impacting award availability, pricing, and even whether certain premium cabins can be booked at all.   We wrap it all up by zooming out to talk about what all of this means for 2026 and beyond—how transferable points are evolving, why diversification matters more than ever, and how to think strategically about status in a landscape that's clearly shifting.   If you enjoyed part one of our year in review, this conversation brings the full picture into focus.   Get full show notes and transcript: https://pointmetofirstclass.com/2025-points-miles-year-in-review-part-2/    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!    Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 22 December 2025

146. 2025 in Points and Miles In Review: The Biggest Wins, Disappointments & Shifts - Part 1

In this episode, we bid farewell to 2025 with a year-in-review analysis of the biggest news, changes, and trends in rewards, credit cards, and award travel over the last 12 months. This episode is part one of a two-part year-in-review series, and I'm joined by Kelly, the Points and Miles Doc, to break down the biggest changes, surprises, and shakeups in the points and award travel world over the last year.  In this first half of the conversation, we focus on the biggest wins and disappointments of the year—from credit card issuers that made significant changes to new programs that expanded what's possible with points. We talk through how the landscape has shifted, why earning and redeeming points feels more complex than it used to, and how those changes showed up across credit cards, transferable points currencies, and airline loyalty programs. This episode isn't about declaring whether 2025 was "good" or "bad." It's about understanding how the points and miles world is becoming more specific, more nuanced, and more complex—and what that means for how you participate in it moving forward. Be sure to tune in next week for Part Two, where we'll dive deeper into the trends we expect to shape 2026, along with our predictions and award travel wish lists for the year ahead. Get full show notes and transcript: https://pointmetofirstclass.com/2025-points-and-miles-year-in-review-part-1/  Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!  Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 15 December 2025

145. Behind the Scenes at World of Hyatt: Loyalty, Care & the Future of Travel with Laurie Blair

Have you ever wondered what exactly goes on behind the scenes in loyalty programs—and what drives executive decisions about what to offer, add, or take away from their members' experience? In this episode, I get to do exactly that. I'm joined by Laurie Blair, Hyatt's Senior Vice President of Global Marketing and Loyalty, for a rare behind-the-scenes look at how Hyatt designs a program that travelers actually feel loyal to. We talk about what truly sets the World of Hyatt program apart, how they make decisions about elite benefits and redemptions, and what status holders can expect in the future. We get into everything from the rarity of fixed award charts and hotel loyalty programs, stealth devaluations, and Hyatt's approach to balancing business goals with prioritizing their members—to the underrated redemptions you should absolutely be taking advantage of. Laurie also shares what it's like to build a loyalty program that discerning travelers trust and love, how Hyatt listens to its members, and why care—not just points—is the foundation of everything they do. If you've ever wondered how loyalty is built inside one of the most respected travel brands in the world, this is your backstage pass. Get full show notes and transcript: https://pointmetofirstclass.com/world-of-hyatt-behind-the-scenes/  Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header  Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 8 December 2025

144. Inside Rove: The Loyalty Program Reshaping Points & Miles

There's a new player in the rewards space, and it's changing what's possible for earning points even if you never open another credit card.  In this episode, I'm joined by Carissa Rawson, Director of Travel and Marketing for Rove, a fast-growing loyalty platform that combines a travel booking portal with an online shopping portal so you can earn transferable miles on hotel stays, flights, and everyday purchases. Whether you're new to points or you've been in the hobby for years, Rove offers earning opportunities that can work for everyone. Carissa and I talk about how the platform works, how you can use the miles you earn, and why Rove can stack with the cards and programs you already use. We also get into some of the most eye-catching multipliers currently available—like hotel bookings offering 25x, 40x, or even 55x miles. You'll hear how loyalty-eligible hotel rates work, how Rove handles posting timelines for both travel and shopping, and what to expect from their customer support. We also cover Rove's transfer partners, including newly added and exclusive options, and how members can redeem miles for flights or hotels. Tune in to hear the most common mistakes new users make, upcoming features on the horizon, and special bonuses available for listeners. ***** Special bonus for PMTFC podcast listeners! New to Rove? Sign up now and receive 1,500 Rove miles automatically at www.rovemiles.com/pmtfc ***** Turn your expenses into points and save tens of thousands of dollars a year on your wishlist travel. Don't miss out! Click here to know more about my comprehensive online program, Points Made Easy. Get full show notes and transcript: https://pointmetofirstclass.com/rove-loyalty-platform/  Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 1 December 2025

143. Your Holiday Points Prep Checklist: 5 Steps to Maximize Seasonal Spending

This week marks the biggest points-earning opportunity of the entire year—especially if you're planning to shop online. While everyone else is focused on Thanksgiving prep, points and miles travelers know this is the week to turn everyday purchases into tens of thousands (or more) of bonus points. In this short and focused episode, I'm sharing my 5-step points-earning prep checklist for holiday spend—the exact steps I complete before, during, and after the holiday shopping surge to stay organized, stay strategic, and maximize every earning opportunity. We'll cover how to identify what to purchase ahead of time, how to choose which rewards cards to use based on your earning goals or spend-related bonuses, how to set up the shopping portals and tools that streamline your holiday purchases, and the simple steps that help ensure your bonus points track correctly.  This checklist walks you through what to do before, during, and after your holiday shopping so you can maximize the points you earn while keeping the process as stress-free as possible. Get full show notes and transcript: https://pointmetofirstclass.com/holiday-points-earning-checklist/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 24 November 2025

142. How Points Become a Tool for Freedom, Joy & the Life You Want to Live with Dielle Charon

Travel is never just about the destination — it's about what the journey makes possible. In today's episode, we explore how learning to earn and use credit card points isn't just a smart financial decision. It's a pathway to freedom, abundance, and experiences that reflect the life you actually want to live. From upgraded flights to dream hotels, points can turn everyday expenses into extraordinary opportunities. No one embodies that transformation quite like Dielle Charon. A former social worker turned seven-figure business coach for women of color entrepreneurs, Dielle has used points not only to change the way she travels, but to expand what she believes she deserves. In this conversation, we explore Dielle's shift from a scarcity mindset around money and travel to one grounded in abundance. We talk about the emotional impact of flying business class for the first time, how points became a tool for self-care, celebration, and access, and why choosing ease and luxury can be deeply supportive — not frivolous. Whether you run a business or simply want to travel with more intention and possibility, this episode offers a powerful look at what becomes available when you allow points to elevate more than just your travel plans. This conversation is rich with honesty, strategy, and inspiration — and it's about so much more than travel. It's about possibility, mindset, and unapologetically claiming ease, luxury, and joy. Get full show notes and transcript: https://pointmetofirstclass.com/points-abundance-mindset/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 17 November 2025

141. Listener Q&A: Canceling Cards, Transfer Partner Confusion & Shopping Portals vs. Welcome Bonuses

This episode is all about your questions—and real answers. I'm back with another listener Q&A, tackling the points and miles decisions you're actually making right now. From whether it's possible to move points between airline partners to deciding if that old United card still deserves a spot in your wallet, we're covering it all. We'll walk through when to hold or cancel airline cards, how to decide between co-branded and transferable points programs based on your travel goals, and how to decide which airline booking program is best when you have multiple options to book award flights.. You'll also hear my take on shopping portals, welcome bonuses, and the Mesa card. This episode is packed with strategy, frameworks, and real-world examples to help you make confident decisions and earn more value from every point. Turn your everyday expenses into travel—and learn how to build a points strategy that actually works for you. Get full show notes and transcript: https://pointmetofirstclass.com/maximize-points-and-miles-travel-strategy/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here

Transcribed - Published: 10 November 2025

140. Points Path: The Tool That Shows You the Best Value for Every Flight

Ever look at Google Flights and wonder, "Should I use points for this or just pay cash?" If you've ever felt unsure about which option gives you the best value, this episode is for you. In the final episode of our Streamline, Stack, and Save mini-series, I'm joined by Julian Kheel, former editorial director at The Points Guy and senior editor at CNN, now founder of Points Path — a browser extension that works seamlessly within your browser when you're searching flights to show you whether points or cash is the better deal. Points Path takes the guesswork out of booking. It helps you instantly compare cash fares and award redemptions on Google Flights, showing you where the real value lies so you can make the best booking decision every time. We talk trends in the award travel landscape, how Points Path focuses on simplicity to take the guesswork out of choosing flights, and why this tool deserves a place in your browser. Whether you're a casual traveler or a seasoned award booker, you'll also hear how its alert feature can track award prices and let you know when they drop — so you don't have to keep checking. Julian shares how Points Path was designed to focus on simplicity, taking the guesswork out of choosing flights so you always know the best option. With more than 10 years of experience working with some of the most trusted names in the award travel space, Julian brings both insight and innovation to how we think about booking smarter. Get full show notes and transcript: https://pointmetofirstclass.com/plan-award-flights-faster-with-points-path/ Want to shape the show? Take the Point Me To First Class listener survey here and share what you love and want more of!  Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 3 November 2025

139. Stack Shopping Portals and Card Offers for Bigger Rewards with Savewise

Do you ever find yourself opening multiple tabs, comparing shopping portal payouts, and trying to figure out which site is going to give you the most rewards for your online shopping — only to give up before you actually earn the points? If that sounds familiar, today's episode is for you. In this Streamline, Stack, and Save mini-series episode, I'm joined by Avneesh Kohli, founder of Savewise, a powerful tool that shows you exactly how to combine the best shopping portal payouts with card-linked offers — so you can maximize every online purchase without the hassle of manual tracking or endless research. Savewise is a total game changer for award travelers who want to earn more points without wasting time. The platform automatically finds the best portal and card-linked combinations for each purchase, helping you get the highest payout possible — every time you shop online. In this conversation, Avneesh and I talk about how Savewise works, why it's become one of my favorite online tools, and how it helps you earn more points with less effort. We also dive into how it fits into a broader points-earning strategy, why automation is key to long-term success, and how you can start using it right now — just in time for holiday shopping. Whether you're new to the points world or a seasoned award traveler, this episode will help you make every purchase count. Get full show notes and transcript: https://pointmetofirstclass.com/track-and-save-money-with-savewise/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!  Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here.  

Transcribed - Published: 27 October 2025

138. How to Track, Manage, and Maximize Your Credit Cards with Travel Freely

Have you ever opened a new credit card for the welcome bonus, only to forget how much you've spent or when the deadline hits? Or maybe you're juggling multiple cards and can't remember which one to use next. In this next episode of our Streamline, Stack, and Save mini-series, I'm joined by Zac Hood, founder of Travel Freely, an app that helps you track your credit cards, sign-up bonuses, and annual fees — so you can stay organized, hit your goals, and never miss a reward. Zac built Travel Freely after realizing how easy it was to lose track of credit card bonuses, fees, and timelines. What started as a simple spreadsheet turned into a tool that helps thousands of travelers manage their rewards efficiently. In this conversation, Zac and I talk about how Travel Freely works, why it's free to use, and how it helps users stay on top of their credit card portfolio. We also discuss how to plan future card openings strategically, how to track spending toward welcome offers, and how the app helps travelers simplify their credit card portfolio — especially when juggling multiple issuers and family accounts. You'll also hear Zac's story of building the platform from scratch and the lessons he's learned about balancing automation, accuracy, and user trust in the points and miles world. Get full show notes and transcript here Want to shape the show? Take the Point Me To First Class listener survey here and share what you love and want more of! Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 20 October 2025

137. Stop Guessing, Start Earning: How CardPointers Does the Work for You with Emmanuel Crouvisier

Do you ever forget which credit card to use for a purchase — or worry you're missing out on bonus points and statement credits? It's easy to lose track when every card has different categories, offers, and perks. This episode is part of our Streamline, Stack, and Save mini-series, where we're exploring tools and strategies that simplify how you earn and redeem your points and miles. I'm joined by Emmanuel Crouvisier, creator of CardPointers, an app that helps you track your cards, bonus categories, and offers so you never miss a chance to earn or save. Emmanuel built CardPointers in 2019 to help people get more value from their credit cards without the spreadsheets, post-it notes, or constant mental math. The app automatically identifies which card to use for every purchase, keeps track of Amex, Chase, Citi, and Capital One offers, and helps you make sure your credits don't expire before you can use them. We talk about what inspired Emmanuel to create the app, the features that make it powerful — like Autopilot, offer alerts, and Apple integration — and how privacy and security are built in at every step. Emmanuel also shares how CardPointers users save an average of $750 a year and why automation can improve both your points strategy and your relationships by eliminating financial friction. Whether you manage one card or twenty, this conversation will help you simplify your wallet, maximize your rewards, and make the points game easier to play. Get full show notes and transcript here. Want to shape the show? Click here to take the Point Me To First Class listener survey and share what you love and want more of! Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here

Transcribed - Published: 13 October 2025

136. Mini Retirements: Redefining How You Work, Rest, and Live with Jillian Johnsrud

Do you think you have to wait until your sixties before you can retire? Maybe not. At least not the way we've been taught. In this episode, I'm joined by Jillian Johnsrud — author, podcast host, and coach — who challenges the idea of a traditional retirement in favor of taking mini retirements throughout your life and career. Jillian never expected to retire early, so she hatched a plan to retire often. Inspired by the idea of sabbatical years, she began sprinkling mini retirements throughout her life — and by 40 had taken more than a dozen of them. In our conversation, Jillian explains how mini retirements can help you recover from burnout, pursue long-term travel, test major life assumptions, and strengthen relationships. We talk about what makes a mini retirement different from vacation, how to talk to your employer about taking extended time off, and how to financially prepare. You'll also hear Jillian's personal stories, including therapy, tango, and national park adventures with her kids — and why mini retirements are one of the best investments you can make in yourself. Get full show notes and transcript: https://pointmetofirstclass.com/mini-retirement-guide/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 6 October 2025

135. Amex Platinum Cards Refresh: What's New, What's Missing, and What We Really Think

Back in June, Chase refreshed its personal Sapphire Reserve card and introduced the Chase Sapphire Reserve Business card, complete with highest ever annual fees for rewards cards. Not to be outdone, American Express quickly followed with its own updates to the personal and business Platinum Cards. Now that the details are here, it's time to look at what's changed and what it means for cardholders. In this episode, I'm joined by Kelly, the Points and Miles Doc to walk through the Amex Platinum cards refresh. We cover the higher annual fees, the new credits, and why the personal Platinum still struggles with bonus categories. You'll also hear our reactions to the removal of the 35% rebate on the business Platinum, the addition of a $600 hotel credit, and the new 2X earning on large purchases over $5,000. We share our thoughts on whether the $895 annual fee on the personal Platinum makes sense, how the new benefits are user-dependent, and why the business Platinum refresh feels more useful for high spenders. Get full show notes and transcript: https://pointmetofirstclass.com/amex-platinum-refresh-2025/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 29 September 2025

134. The New Era of Award Travel: What's Changing and How to Adapt

If you've been in the points game for years, you've probably noticed how much has changed recently. And if you're newer, you might be wondering if you're already too late. In this episode, I share why I don't believe we're in the "golden age" of award travel right now — but also why points are still incredibly valuable if you know how to adapt. Over the last couple of years, the rules around earning and redeeming points have shifted faster than ever. Credit card issuers are tightening welcome bonus and referral opportunities, airlines are reserving more award space for their own loyalty members, and transfer ratios are changing in ways that don't always benefit us. But this doesn't mean points are dead. It just means the strategies that worked five or ten years ago won't cut it anymore. I'll walk you through the biggest changes in points earning and redeeming, and the four core skills you'll need to thrive in this new era of award travel. Whether you've been collecting for a decade or you're just getting started, this episode will help you see clearly where the points landscape is headed and how you can still unlock incredible value. Turn your expenses into points and save tens of thousands of dollars a year on your wishlist travel. Don't miss out! Click here http://www.pointmetofirstclass.com/pointsmadeeasy to know more about my comprehensive online program, Points Made Easy. Enrollment opens on September 20, 2025 to September 27, 2025.

Transcribed - Published: 22 September 2025

[BONUS EPISODE] Real Student Stories: Points Made Easy Course Open NOW!

Whether you’re brand new to points, sitting on years of unused balances, or simply overwhelmed by redemption options—this bonus episode proves that travel transformations are possible for anyone. In this special compilation, you’ll hear from three Points Made Easy students who each started at very different points in their journey but all ended up unlocking unforgettable travel through points: ✔️ Going from never having used a single points card → to booking five business class seats ✔️ Holding points for 10 years without redeeming → to flying an international family trip in business class ✔️ Feeling intimidated by the points world → to planning first class flights and luxury hotel stays These stories highlight what’s possible when you finally learn how to earn, redeem, and maximize points strategically. Turn your expenses into points and save tens of thousands of dollars a year on your wishlist travel. Points Made Easy, my comprehensive online program, is enrolling from September 20th - 27th 2025. Don’t miss out, enroll today - https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 20 September 2025

133. 7 Keys to Better Award Flight Bookings

You've built up a stash of transferable credit card points. Maybe you've been working hard to optimize your cards, your categories, and your spending. But when it comes time to actually book the flights you've been dreaming about, you hit a wall. You're not alone. For most points travelers, the hardest part isn't earning points — it's redeeming them for the best value. That's why in this episode, I'm sharing the seven keys that make the difference between endlessly searching without results, and booking award flights that let you travel better, more often, and for less. I'll walk you through how to identify your transfer partners, understand transfer ratios and timelines, leverage alliances and partnerships, and master booking calendars so you can finally unlock the outsized value your points hold. Whether you've only booked through your credit card's portal or you've tried transferring points before and got stuck, these seven keys will change the way you approach award flights. Turn your expenses into points and save tens of thousands of dollars a year on your wishlist travel. Don't miss out! Click here http://www.pointmetofirstclass.com/pointsmadeeasy to know more about my comprehensive online program, Points Made Easy. Enrollment opens on September 20, 2025 to September 27, 2025.  

Transcribed - Published: 15 September 2025

132. From Frustration to $150K in Points Redemptions

What does it really look like to transform your travel with credit card points? In this special episode, you'll hear directly from Dr. Faryal Michaud, a past Points Made Easy student who went from feeling confused and frustrated by points to booking over $150,000 worth of award travel. From Qsuites to the Maldives, South Africa, Tahiti, and beyond, she shares the exact turning points that changed how she approached earning and redeeming points. You'll hear how she overcame the frustrations so many people face in the beginning, the first redemptions that boosted her confidence, and how points have since emboldened her to experience life-changing trips she never thought possible. Faryal's story is proof of how powerful this skillset can be—not just for one trip, but for a lifetime of travel. Turn your expenses into points and save tens of thousands of dollars a year on your wishlist travel. Don't miss out! Click here http://www.pointmetofirstclass.com/pointsmadeeasy to know more about my comprehensive online program, Points Made Easy. Enrollment opens on September 20, 2025 to September 27, 2025.  

Transcribed - Published: 8 September 2025

131. Unpopular Opinion: Top 5 Reasons You Should Book Travel Through a Credit Card Travel Portal

Think booking through your credit card travel portal is always a mistake? Not so fast. Last week, I shared five reasons why you'll want to avoid making travel bookings through your credit card portal. But that's not the whole story. There are also situations where using your card's travel portal can be the smarter move. In this episode, I'm breaking down the five most compelling reasons to consider booking flights, hotels, or car rentals through your credit card's portal — from points-earning opportunities to unlocking annual credits and even finding better award pricing than transfer partners. I'll share the key tradeoffs, what this means for real-world bookings, and my own approach to when portal bookings actually make sense in my travel strategy. Turn your expenses into points and save tens of thousands of dollars a year on your wishlist travel. Don't miss out! Click here http://www.pointmetofirstclass.com/pointsmadeeasy to know more about my comprehensive online program, Points Made Easy. Enrollment opens on September 20, 2025 to September 27, 2025. Want to know what's really possible with your points? Don't just take it from me—hear from members who've used Points Made Easy to completely change the way they travel. From business class flights to dream vacations, their results speak for themselves. Watch their stories here - https://points.pointmetofirstclass.com/points-made-easy-success-stories

Transcribed - Published: 1 September 2025

130. Top 5 Reasons to Avoid Booking Travel Through Credit Card Travel Portals

If there's one thing nearly every points traveler has done at least once, it's book a flight, hotel, or car rental directly through their credit card's online travel portal. With promises of 5x, 8x, even 12x bonus points, it can feel like the obvious choice. But as I share in today's episode, those tempting multipliers often come at a serious cost—and the reasons why may surprise you. In this episode, I walk through the top five reasons you should avoid booking through credit card travel portals like Chase, Amex, Citi, and Capital One. From losing out on elite status perks and upgrades to paying more for the same flights or hotel rooms, I reveal the hidden downsides that don't show up until it's too late. You'll also hear real-world stories from travelers who faced everything from missing reservations to costly rebookings—all because they used a portal instead of booking direct. Even more importantly, I'll explain how using your points through a portal can devalue them by 2–10x compared to transferring to partners. I share specific examples, including how I used Chase points with Hyatt for a $65,000+ stay that would have cost 3.6 million points through the portal. Whether you're new to points or have been booking this way for years, this episode will help you avoid costly mistakes and make smarter choices with your rewards. Turn your expenses into points and save tens of thousands of dollars a year on your wishlist travel. Don't miss out! Click here http://www.pointmetofirstclass.com/pointsmadeeasy to know more about my comprehensive online program, Points Made Easy. Enrollment opens on September 20, 2025 to September 27, 2025. Want to know what's really possible with your points? Don't just take it from me—hear from members who've used Points Made Easy to completely change the way they travel. From business class flights to dream vacations, their results speak for themselves. Watch their stories here - https://points.pointmetofirstclass.com/points-made-easy-success-stories

Transcribed - Published: 25 August 2025

129. Fan Favorite: The Psychology of Learning & Mastering Points Travel

In this week's episode, we're re-airing a fan favorite that so many listeners have loved and revisited. If you missed it the first time, or just need a refresher, this is one you don't want to skip. I love discussing discrete award travel topics like individual rewards credit cards and how best to leverage them, or the specific airlines and hotels that offer the best value for points. But today, I'm covering something that never gets talked about in the points travel world and yet is one of the secrets to becoming more proficient when it comes to points travel: The Dunning-Kruger Effect and how it relates to award travel competency and success. The Dunning-Kruger Effect is a type of cognitive bias that causes people to overestimate their knowledge or abilities, particularly in areas where they have little to no experience. While this may be an unfamiliar concept, you can probably already see why having some background on the Dunning-Kruger Effect makes all the difference when you're learning something new, like points travel. Tune in to discover how the Dunning-Kruger Effect is impacting how you approach the hobby of points travel. I'm showing you the different stages of the journey when learning the ins and outs of points travel, and how to keep moving through the stages until you reach a point of confidence and competence. On September 20th, 2025, I'm opening up enrollment for Points Made Easy. Enrollment will only be open for one week and this is your last opportunity to join the course this year, so get on the waitlist here: https://pointmetofirstclass.com/pointsmadeeasy Get full show notes and transcript: https://pointmetofirstclass.com/psycholoy-points-travel/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header

Transcribed - Published: 18 August 2025

128. The New Citi Strata Elite: Game Changer or Missed Opportunity?

If a $595 annual fee premium credit card hits the market, should it automatically earn a place in your wallet? In this episode, I take a detailed look at Citi's newest addition to the transferable points landscape: the Citi Strata Elite Card. From its standard 80,000-point welcome bonus to the elevated 100,000-point offer available through certain channels, we'll walk through exactly what you get when you open this card. You'll hear how its bonus categories actually work, why the time-restricted "Citi Nights" dining perk is so unusual, and what makes its non-category 1.5x earning stand out—or not—compared to other cards. We'll also dig into the real value of the credits, including the split Blacklane credit, the merchant-specific Splurge credit, and the 2-night minimum hotel portal credit—plus where this card shines with American Airlines lounge passes and where it falls flat next to Citi's own mid-tier options and the retired Prestige card. Before you sign up for the welcome bonus, I'll share the points expiration rules that can cost you big if you cancel after a year, and what I think this launch reveals about the next wave of premium rewards cards. Get full show notes and transcript: https://pointmetofirstclass.com/citi-strata-elite-card-review/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header  Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 11 August 2025

127. Lounge Access Update: Credit Card Changes, Perks & Picks with Traci Siegel

If you've ever been confused about airport lounge access—what counts, what's changed, and what's still worth it—you're not alone. In this episode, I welcome back guest Traci Siegel for an updated look at lounge access using rewards credit cards in 2025. We unpack the biggest changes to credit card lounge access this year, including new restrictions on who gets in and when. From premium travel cards like the Amex Platinum and Capital One Venture X to underrated options and family-friendly picks, we're breaking down which cards actually deliver on their lounge promises—and which ones have quietly downgraded their perks. If you're trying to figure out which card is best for your personal travel style, or you've ever been turned away at a lounge counter and thought, "Wait, I thought this card included access," this episode is for you. Get full show notes and transcript: https://pointmetofirstclass.com/airport-lounge-access/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 4 August 2025

126. How Much Is a Point Really Worth? A Deep Dive with Frequent Miler's Greg Davis-Kean

If you've ever hesitated before transferring points—or wondered if a redemption was "good enough"—this is the episode you've been waiting for. In this conversation with Greg Davis-Kean (a.k.a. Frequent Miler), we unpack how to think more strategically about the value of your points. Whether you're sitting on a big stash or navigating your first transfer, you'll hear expert insight into when to redeem, when to wait, and how to use point valuations as a guide—not a rule. We also dive into the psychology behind redemption pressure, real examples of high-value bookings, and why your goals should always shape your strategy. Get full show notes and transcript: https://pointmetofirstclass.com/point-worth-frequent-miler/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header  Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 28 July 2025

125. Maximizing the Citi Ecosystem with Dr. Suzy Spadafora

Ever feel like Citi cards get overlooked in points conversations? If you've written off Citi's ecosystem—or just haven't known how to make it work for your travel goals—this episode is full of smart, real-life strategy. Dr. Suzy Spadafora returns to discuss the strengths (and limitations) of the Citi points ecosystem. From the points earning cards Citi offers to putting their transfer partner menu to the test, we cover everything you need to know to decide if Citi cards deserve a spot in your wallet and discuss how to maximize these valuable points. Get full show notes and transcript: https://pointmetofirstclass.com/citi-points-asia-travel-strategy/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 21 July 2025

124. Mid-Year Points Update: What I Burned, Booked & Learned

Ever wonder what's actually possible with points? In this episode, I'm taking you behind the scenes of how I've already booked and taken 5 international trips in 2025—spending 2.9 million points on award flights and hotels, and saving over $150,000 in travel costs. From a spring break family trip to Paris to a spontaneous 2-day Tokyo adventure, I'm walking you through exactly how I planned, booked, and flew these points-funded getaways. You'll hear the real numbers—how many points each trip required, what the taxes and fees cost me, and the redemption value I got for each flight and hotel. I'll break down my favorite award bookings of the year so far (including Emirates First Class, ANA "The Suite," Lufthansa's brand new Allegris First Class, and more), share what I loved—and what wasn't worth it—and give you the key trends I'm seeing in award availability and program changes. Whether you're a solo traveler who loves premium cabins, a parent planning school break trips, or someone building toward their next dream redemption, this episode will give you the insights and strategy you need to make your next booking your best one yet. Get full show notes and transcript: https://pointmetofirstclass.com/award-travel-review-2025/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header  Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 14 July 2025

123. Using Real Estate Spending to Maximize Credit Card Points with Jaina Pallasigui

Have you ever wondered how real estate investments could help you travel more—without spending more? In this episode, I'm joined by Jaina Pallasigui, a public health professional, real estate investor, and points enthusiast who turned her real estate expenses into business class flights and luxury hotel stays around the world. From managing short-term rentals to using insurance reimbursements and big-ticket renovations to her advantage, Jaina shares the exact strategies she uses to turn every investment dollar into reward points. We also talk through the mistakes many real estate investors make with credit cards, how to keep your strategy simple, and why some of your biggest expenses may be the key to unlocking unforgettable trips. This episode is full of creative insights—whether you're deep in the real estate world or just curious about new ways to maximize your spending. Get full show notes and transcript: https://pointmetofirstclass.com/real-estate-points-hacking/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header  Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy  

Transcribed - Published: 7 July 2025

122. Listener Q&A: Adding a Third Points Currency, Booking Emirates First, and Points Regret

This episode is all about your questions—and real answers. I'm back with another listener Q&A, tackling the exact points and miles decisions you're working through right now. Ever feel like you're making credit card decisions in a vacuum? From wondering if it's time to add Capital One or Mesa to your rewards card portfolio, to recovering from redemption regret, I'm walking through the strategy behind each question so you can move forward with more clarity and confidence. We'll cover how to think about applying for "no lifetime language" Amex offers, why you might want to move credit lines between Chase cards, and what to do when your points plan feels a little off-track. This episode is packed with honest takes, strategic insight, and practical tips grounded in real-life scenarios.   Get full show notes and transcript: https://pointmetofirstclass.com/listener-qa-credit-card-points-strategy-2025/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header  Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Transcribed - Published: 30 June 2025

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