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Point Me To First Class

Devon Gimbel MD
Point Me To First Class
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185 episodes

  • Point Me To First Class

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

    07/20/2026 | 1h 26 mins.
    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.
  • Point Me To First Class

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

    07/13/2026 | 1h 11 mins.
    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
  • Point Me To First Class

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

    07/06/2026 | 1h 8 mins.
    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
  • Point Me To First Class

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

    06/29/2026 | 42 mins.
    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
  • Point Me To First Class

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

    06/22/2026 | 1h
    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
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About 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.
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