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Point Me To First Class

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

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

51K Ratings

🗓️ 7 July 2025

⏱️ 33 minutes

🧾️ Download transcript

Summary

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

 

Transcript

Click on a timestamp to play from that location

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. Hello, everyone, and

0:30.9

welcome back to the podcast. On today's episode, we are diving in to points earning opportunities

0:36.2

for real estate investing. Whether

0:38.1

you're looking for a side hustle to generate additional income, wanting to take advantage of

0:42.3

tax benefits to offset some or all of your current income, or investing in real estate as your

0:47.5

primary profession, the opportunities to turn associated expenses into points are endless.

0:53.7

Joining me today to discuss all things

0:55.3

points earning in real estate is Jaina Pallisigi, a real estate investor and points and miles

1:00.2

enthusiast. Jaina invests in residential real estate in Indiana, co-hosts Airbnbs remotely for

1:06.3

properties in Texas, Ohio, and Alabama, and is also a limited partner of the new luxury wellness

1:11.7

boutique hotel, Tara Palm Springs. Through her real estate ventures, she has learned how to

1:16.0

maximize points earning opportunities that these investments offer. In today's conversation,

1:20.2

Jana talks turning real estate expenses into points, how to navigate some of the unique challenges

1:24.9

that real estate investors face. And she shares some real

1:28.3

examples of where her points earned from real estate have sent her around the world.

1:33.3

Hi, Jena. Welcome to the podcast. I'm so excited to have you here today. Thank you so much, Devin.

1:38.3

Thank you for having me. I'm really looking forward to this conversation. But before we dive in to

1:43.2

everything that people need to know

1:44.6

about how to leverage real estate investing and real estate investment expenses into earning

1:49.5

points, tell us a little bit more about you. Who are you? Where are you from? What do you do professionally?

...

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