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

Point Me To First Class

Devon Gimbel MD

Finances, Education, How To, Travel, Credit, Expenses, Card, Cards, Society & Culture, Professionals, Tips, Personal, Places & Travel, Business, Points, Rewards

5 • 1K Ratings

🗓️ 10 November 2025

⏱️ 66 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

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

Transcript

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0:00.0	Welcome to Point Me to First Class, the only show for employed professionals, entrepreneurs, and business owners who are looking to optimize their higher than average expenses to travel the world.
0:10.7	I'm your host, Devin Gimble, and I believe that your expenses are your greatest untapped asset, if you know how to leverage them.
0:17.8	Ready to dive into the world of credit card points and miles so you can travel more, travel better, and travel often. Let's get started.
0:29.6	Hey, everybody, welcome back to the podcast. Are you ready to get your credit card points and
0:35.4	award travel questions answered? I hope so because today's
0:38.9	episode is all about listener questions and my answers. About once per quarter, I open up the
0:45.0	podcast to tackle listener submitted questions. So instead of doing a deep dive on one focus topic
0:51.3	today, we're going to be covering a lot of ground on a variety of topics
0:55.1	from the nuances of strategically choosing which rewards credit cards to add or keep in your
1:00.9	portfolio to how to choose the best airline booking program for a specific flight if you have
1:06.3	multiple options. Whether you're just starting out or are already deep in the points travel world,
1:11.5	today's questions and answers will hopefully have something useful for everyone, no matter
1:16.5	where you are in your points journey. My goal is not to just give you answers, but also share
1:22.6	how I think through these questions so that you can apply the same frameworks to your own
1:27.3	situations when you
1:28.3	find that helpful. Credit cards, points earning, and points redeeming are personal. So it's not my goal
1:34.3	to tell you what you should do in every single situation. Rather, I want to share the finite facts and
1:39.9	rules around credit cards and award travel where they exist, and then help you navigate those
1:44.8	and the nuances in between in a way that suits you and your travel goals best. So let's jump in.
1:51.4	Now, this first question asks, if I want to redeem points on United with Chase, can I use an
1:57.9	aeroplane transfer bonus of 30% to get those points, put them in my
2:02.1	Arrowplan account, and then transfer those to United to use? Now, at the time that this
	...

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