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Point Me To First Class

Devon Gimbel MD
Point Me To First Class
Latest episode

181 episodes

  • 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
  • Point Me To First Class

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

    06/15/2026 | 41 mins.
    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
  • Point Me To First Class

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

    06/08/2026 | 56 mins.
    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
  • Point Me To First Class

    170. Earn 10x Chase Points! The Paze Strategy Explained

    06/01/2026 | 1h 10 mins.
    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
  • Point Me To First Class

    169. Kyoto with Kids, Travel Mistakes & the Full Trip Cost: Japan Spring Break Breakdown

    05/25/2026 | 58 mins.
    Have you ever fallen so in love with a city that you started seriously considering moving there?
     
    That's exactly what happened to us in Kyoto. In part two of our Japan spring break trip recap, my husband Brandon and I continue our family travel story as we settle into five nights at the Park Hyatt Kyoto, a property so beautiful that I can confidently say it's the most stunning hotel I've experienced anywhere in the world. Brandon and I share our honest take on each Kyoto activity we did as a family, from the interactive art experience at Team Labs that became our trip highlight to the Nintendo Museum visit that had Brandon rethinking our packing strategy, to discovering that the famous bamboo forest came with far more crowds than we expected.
     
    We also talk about the incredible food we ate that genuinely made us fantasize about relocating permanently, the travel decision I made for our journey home that turned into a stressful mistake, and the full accounting of what this entire nine-day trip actually cost. Listen as I break down every flight and hotel so you can see the real investment required to make this happen for a family of four.
     
    Get full show notes and transcript: https://pointmetofirstclass.com/japan-family-trip-recap-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
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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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