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. 6d ago

    177. Mid-Year Points & Miles Review 2026: The 6 Changes That Matter Most

    If you've been paying attention to points and miles this year and something has felt off, like the ground keeps shifting under the rules you thought you understood, you are not imagining it.   I'm joined again by my good friend and points expert, Kevin Zanes, to make sense of it all. We are hitting pause at the halfway mark of the year to ask what the biggest stories in points, miles, and award travel have really been so far, and more importantly, what those changes tell us about where this whole hobby is headed. This year hasn't just brought the usual devaluations we all expect. It has brought step changes big enough to make both of us reconsider strategies we've relied on for years.   Kevin and I each picked our top three stories and compared notes. We get into the Hyatt award chart overhaul and whether chasing Globalist status still makes sense, the new Qatar restrictions on booking award flights for family and friends, the three new Bilt cards and how they reshuffled where our everyday spend goes, and the way United is now tying its best award space and discounts to holding a co-branded card. I also walk through the Chase change I'm most worried about, a differential transfer ratio to Hyatt that depends on which card you hold, and why I think it could open a floodgate. Listen in as we spend just as much time looking forward as back, on super currencies, newer players like Symphony and Rove, and the rise of the co-branded airline card as a value multiplier.   Whether you've been collecting points for a decade or you just opened your first card, this one is less about the headlines and more about reading the trends underneath them, so you can decide where your own time and attention are actually worth spending for the rest of the year.   Earn up to 5,000 bonus points for opening and funding a new Symphony account here.   Get full show notes and transcript: https://pointmetofirstclass.com/2026-points-miles-mid-year-review    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   *Some links in these show notes are affiliate links, meaning we may earn a commission at no extra cost to you.

  2. Jul 13

    176. Two Points Experts, Two Takes on Park Hyatt Cabo and Alila Mayakoba

    If you've been eyeing one of Hyatt's newer Mexico resorts and wondering whether it's actually worth your points, you're not alone.   I'm joined this week by Michele from Fancy Travel Pointers, and the two of us have both separately stayed at Park Hyatt Los Cabos at Cabo del Sol and Alila Mayakoba within the last six months. Instead of each doing a solo review, we decided to sit down and compare notes, since we booked, stayed, and experienced both properties independently and didn't come away agreeing on everything.   We walk through exactly how we each booked these stays in points, what room categories and upgrades we landed, and how the two resorts stack up on rooms, pools, dining, and service. I talk about the exceptional pool service and an unexpected ear-piercing emergency at Park Hyatt Cabo, and Michele shares why the lagoon side sold her on Alila Mayakoba over the beach. We also get into the dining misses at both properties, whether either one has a kids' club, and how Hyatt's newly changed award chart is reshaping whether a category 8 redemption like Park Hyatt Cabo still makes sense going forward. Michele also weighs in on how both properties compare to the neighboring Waldorf Astoria Los Cabos Pedregal, long considered the pinnacle points redemption in the area.   Whether you've got one of these resorts on your wish list or you're just trying to figure out where your Hyatt points go furthest right now, this conversation should help you decide.   Get full show notes and transcript: https://pointmetofirstclass.com/park-hyatt-cabo-vs-alila-mayakoba    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

  3. Jul 6

    175. Why Aeroplan Belongs in Every Traveler's Award Strategy

    Have you ever transferred miles into a program and then realized you only ever use it to book the same handful of flights everyone else does?   Air Canada Aeroplan might be the most useful airline program that US travelers consistently overlook, and after this conversation I think you'll see why so many experienced points and miles enthusiasts treat it as a core part of their strategy. Today I'm talking with Anshul Singh of Points, Miles, and Bling, who has spent years inside the Aeroplan ecosystem and has used it to book everything from business class to Europe to trips most people never imagine points can unlock.   Anshul and I get into why Aeroplan hits a rare balance between being easy to use and deep enough to reward the people who dig in, and why its network of close to 50 airline partners is where the real opportunity lives. Listen as we talk about the overlooked partner bookings most travelers walk right past, like Brussels Airlines business class out of Washington Dulles and Emirates and Air Mauritius routes you would never expect through a Star Alliance program, how Aeroplan's stopover rules let you build a single ticket that visits more than one place, and the Hotel Savers chart that points airline miles at high-end hotels like Six Senses and Fairmont.    We also cover the smart way to think about buying Aeroplan points around a promotion, and my favorite part of the whole conversation, how the same program that flies you to Europe can take you to see polar bears in Churchill, the northern lights over the Canadian Arctic, and whale pods up and down both coasts. Whether you're brand new to Aeroplan or you've transferred miles into it before and never looked past the obvious flights, this episode will change how you see the whole program.   Get full show notes and transcript: https://pointmetofirstclass.com/air-canada-aeroplan-strategy    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

  4. Jun 29

    174. United MileagePlus Upgrade Awards: How to Book Polaris for Less Cash and Miles

    If you've ever looked at United Polaris business class prices and thought they were completely out of reach, you're not alone. They can be outrageously expensive to book whether you're eyeing paying cash or points.   But what if there was a third path - something between paying full cash for a premium ticket and redeeming a massive amount of miles outright? Miguel Rueda, from the Let's Get to the Points podcast, shares about a strategy within the United loyalty program that most travelers either don't know about or completely overlook. It's called a Mileage Plus Upgrade Award, and understanding how it works fundamentally changes what's possible when you're flexible with dates and routes.   Miguel and I discuss what these awards actually are, how they differ from traditional award bookings, what PZ space means and why it matters for this strategy, and how to search for and confirm these upgrades. We walk through the specific mechanics of how this works, the tools you'll need, how to enable expert mode on United's platform, and the step-by-step booking process. We also explore when this strategy offers exceptional value and which routes and regions consistently show the strongest availability for premium cabin seats.   Whether you have United miles, transferable points you can move into United, or just a willingness to mix a little cash with your miles, this episode reveals how multiple Polaris seats can be available on a single flight—a game-changer for families and groups that have struggled to find premium cabin availability elsewhere.   Get full show notes and transcript: https://pointmetofirstclass.com/united-mileageplus-upgrade-awards    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

  5. Jun 22

    173. London on Points: Awards, Taxes & Insider Tips

    Have you considered London as your next award travel destination but weren't sure where to start?   London is one of the most accessible and rewarding destinations for both beginner and experienced award travelers, but it comes with unique challenges that most people don't anticipate. The city's accessibility makes it ideal for your first international points trip, yet the mechanics of award pricing, taxes and fees, and hotel value require strategy to maximize your redemptions.   Today I'm talking with Hunter Threadgill, known in the points and miles community as The Professor of Points. Hunter holds a PhD in psychology and applies a scientific approach to points optimization. We dive deep into why London deserves a place on your award travel radar, the surprising barriers that catch most travelers off guard, and the specific strategies that separate good bookings from great ones. We cover everything from navigating the UK's APD taxes to discovering lesser-known award programs that offer exceptional value, hotel redemption decisions for city stays, and even the psychology behind how we earn and use our points.   Whether you're planning your first international points trip or you're a seasoned traveler looking to master London specifically, this conversation changes how you think about award travel strategy.   Get full show notes and transcript: https://pointmetofirstclass.com/award-travel-london-strategy-guide     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

  6. Jun 15

    172. Autopilot Flight Repricing: Save Money on Flights After Booking with Sam Hollander

    Most travelers think booking a flight is the finish line. They hit purchase and consider the deal done.   Sam Hollander knew something they didn't: the booking is actually just the beginning. When domestic airlines permanently removed change fees during the pandemic, they accidentally created an enormous opportunity for travelers to save money after they've already booked their flights and hotels. Sam founded Autopilot, a platform to help solve the problem most travelers face: they don't have the time or energy to manually monitor prices and rebook when fares drop, even though they legally can.   Sam and I dive into how airline repricing actually works, which flights are most likely to drop in price (spoiler: premium cabins and international routes), the pricing data he's uncovered after tracking millions of travel reservations, and how the timing of your booking impacts your repricing potential. We also explore the psychology of booking early versus waiting for a better deal, the practical features Autopilot offers for different types of travelers, and why the post-booking experience is where the real travel optimization opportunity lives.   When you sign up for Autopilot and upgrade to Pro, use code 'PMTFC' to get 3 months free. Click here to sign up and get started today: https://www.withautopilot.com/?partner=PMTFC   Get full show notes and transcript: https://pointmetofirstclass.com/autopilot-flight-price-tracking    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

  7. Jun 8

    171. 143 Venture Business Applications: Surprising Predictors of Approvals & Denials with Katie's Travel Tricks

    Have you ever wondered why Capital One's approval decisions feel completely random - approval for some, denial for others, with almost no rhyme or reason?   Capital One has a well-earned reputation for being unpredictable with credit card approvals. When Katie from Katie's Travel Tricks saw the launch of the new Capital One Business Venture card, she decided to move beyond anecdotes and collect real data. She surveyed her audience about their approval and denial experiences, gathered nearly 150 responses, and analyzed the patterns using data to answer the questions everyone has been asking: what actually matters to Capital One?   Katie and I break down what her data revealed about the three strongest approval predictors, why the conventional wisdom about waiting six months between Capital One applications might not be accurate, which metrics matter (credit score, hard inquiries, pre-approval status) and which ones surprisingly don't, and how business structure (sole proprietor versus LLC) impacts your approval chances. We also discuss what role the Capital One Business Venture Card plays in your overall rewards strategy and how to think about it within the larger Capital One ecosystem.   Get full show notes and transcript: https://pointmetofirstclass.com/capital-one-approvals-data       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

  8. Jun 1

    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

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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
    184
  • Rating
    Clean
  • Copyright
    © 2025 Devon Gimbel MD LLC All Rights Reserved
  • Show Website
    Point Me To First Class

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