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    Places & Travel

    Point Me To First Class

    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.

    Advertise

    Copyright: © 2024 Devon Gimbel MD LLC All Rights Reserved

    • Apple Podcasts
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    • Spotify

    Latest Episodes:
    138. How to Track, Manage, and Maximize Your Credit Cards with Travel Freely Oct 20, 2025
    Show notes

    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


    137. Stop Guessing, Start Earning: How CardPointers Does the Work for You with Emmanuel Crouvisier Oct 13, 2025
    Show notes

    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


    136. Mini Retirements: Redefining How You Work, Rest, and Live with Jillian Johnsrud Oct 06, 2025
    Show notes

    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


    135. Amex Platinum Cards Refresh: What's New, What's Missing, and What We Really Think Sep 29, 2025
    Show notes

    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


    134. The New Era of Award Travel: What's Changing and How to Adapt Sep 22, 2025
    Show notes

    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.


    133. 7 Keys to Better Award Flight Bookings Sep 15, 2025
    Show notes

    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.


    132. From Frustration to $150K in Points Redemptions Sep 08, 2025
    Show notes

    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.


    131. Unpopular Opinion: Top 5 Reasons You Should Book Travel Through a Credit Card Travel Portal Sep 01, 2025
    Show notes

    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


    130. Top 5 Reasons to Avoid Booking Travel Through Credit Card Travel Portals Aug 25, 2025
    Show notes

    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


    129. Fan Favorite: The Psychology of Learning & Mastering Points Travel Aug 18, 2025
    Show notes

    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


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