Point Me To First Class

Devon Gimbel MD
  • 4.9 (1.2K)
  • PLACES & TRAVEL
  • UPDATED WEEKLY

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.

  1. 16H AGO

    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

    1h 41m

  2. JAN 5

    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

    1h 18m

  3. 12/29/2025

    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

    21 min

  4. 12/22/2025

    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

    48 min

  5. 12/15/2025

    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

    1h 7m

  6. 12/08/2025

    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

    49 min

  7. 12/01/2025

    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

    50 min

  8. 11/24/2025

    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

    12 min
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About

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.

Information

  • Creator
    Devon Gimbel MD
  • Years Active
    2023 - 2026
  • Episodes
    157
  • Rating
    Clean
  • Copyright
    © 2025 Devon Gimbel MD LLC All Rights Reserved
  • Show Website
    Point Me To First Class

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