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Point Me To First Class

Point Me To First Class

Written by: Devon Gimbel MD
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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.© 2025 Devon Gimbel MD LLC All Rights Reserved Social Sciences Travel Writing & Commentary
Episodes
  • 157. Shifting My Strategy: Why I'm Pursuing Status in Multiple Programs This Year
    Mar 2 2026

    For the first time in over a decade, I'm actively chasing status in multiple loyalty programs—and it's a major shift from my usual points strategy.

    Historically, status hasn't been a focus for me beyond Hyatt Globalist. But this year, I'm pursuing top-tier or near top-tier status in four programs: Hyatt Globalist, Bilt Platinum, Air France Flying Blue Platinum, and American Airlines Platinum Pro. Listen in as I walk through why these specific statuses suddenly jumped to the top of my priority list, what benefits justify the effort required to earn them, and my exact plan for qualifying for each one.

    I also share the four key questions to ask yourself before chasing any status, because the reality is that you don't need status to have a successful award travel experience. From understanding opportunity costs to accessing status benefits through credit cards instead, this episode covers how to evaluate whether pursuing status actually makes sense for your travel style and goals.

    Whether you're considering your own status strategy for the year or feeling confident about not chasing status at all, this episode will help you think strategically about how loyalty program status fits into your points plan.

    Get full show notes and transcript: https://pointmetofirstclass.com/2026-loyalty-status-strategy

    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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    43 mins
  • 156. Making Large Family Award Travel Actually Work with Dr. Alison Curfman (Part 2)
    Feb 23 2026

    Today we're picking up where we left off last week with Dr. Alison Curfman—and diving into what happens after the flights are booked.

    Part 1 covered how Alison finds award flights and books hotels for her family of six to eight people when they travel. In Part 2, we're talking about execution—the systems and strategies that make those trips actually run smoothly. Listen in as Alison shares her approach to managing overnight flights with kids, minimizing food costs, and keeping complex multi-city itineraries organized across dozens of bookings.

    What makes this conversation different is how much it goes beyond a typical points strategy. We discuss Alison's framework for daily family meetings that give kids a voice and reduce meltdowns, her intentional approach to fostering independence by putting kids in charge of navigation and planning, and the creative ways she uses AI to enhance learning experiences on the ground. We also explore the career and mindset shifts that made her location-independent lifestyle possible, and how she's designed flexibility into both her work and family travel.

    Whether you're planning your first big family trip or looking to refine your system for regular international travel, this episode offers practical strategies you can apply immediately.

    Get full show notes and transcript: https://pointmetofirstclass.com/award-travel-large-families-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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    37 mins
  • 155. Planning Award Travel for Large Families with Dr. Alison Curfman (Part 1)
    Feb 16 2026

    If you've ever thought award travel isn't possible with a large family or group, this episode will change your mind.

    In Part 1 of this conversation, I sit down with Dr. Alison Curfman, a pediatric emergency physician, entrepreneur, and relentless optimizer who regularly travels the world with her family—typically six to eight people depending on whether au pairs or grandparents join. After co-founding a healthcare company that scaled to a nine-figure valuation, Alison transitioned into advisory and consulting work that she could do from anywhere. Listen in as Alison walks through her exact strategy for finding business class flights for large groups, her hotel booking approach that keeps everyone comfortable without breaking the bank, and why positioning flights have become part of the adventure rather than a hassle.

    We cover how she anchors her trip planning around long-haul flights, builds itineraries around award availability instead of fixed destinations, and uses spreadsheets and organization systems to keep track of multiple bookings across airlines and hotels. Allison also shares practical insights on traveling light with kids, leveraging Hyatt's loyalty program strategically, and combining fine hotels & resorts credits with points to maximize value on family trips.

    Whether you're traveling with four people or eight, this episode offers a roadmap for making large family award travel not just possible, but truly enjoyable.

    Get full show notes and transcript: https://pointmetofirstclass.com/award-travel-large-families-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

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    48 mins
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