PodcastsBusinessPoint Me To First Class

Point Me To First Class

Devon Gimbel MD
Point Me To First Class
Latest episode

160 episodes

  • Point Me To First Class

    152. Building Wealth Beyond Travel: Financial Planning for High-Earners with Lauren Oschman

    1/26/2026 | 48 mins.
    If you've ever wondered what's the difference between just saving money versus creating wealth that actually matters, this conversation is for you.
     
    In this episode, I'm joined by Lauren Oschman, founder of Vestia Personal Wealth Advisors, who grew up watching her interventional cardiologist father work incredibly hard while struggling to balance wealth building with being present at home. That experience shaped her entire approach to financial planning, which she now brings to nearly 600 physician families across the country. We're talking about how to identify what actually matters to you financially, the myths that keep high-earning women from taking control of their finances, and why you don't need to have your act together before working with a financial advisor.
     
    Lauren and I discuss what financial advisors actually do beyond managing investments, the difference between saving money and strategically building wealth, and the biggest missed opportunities she sees among high earners. We get into practical strategies around tax planning over your lifetime, contract negotiation, and estate planning. We also talk about green flags and red flags when choosing a financial advisor and why dual physician households need different approaches to tax strategy. Whether you're just starting to think about wealth building or refining your financial strategy, this conversation offers insights and advice you can actually use.
     
    Get full show notes and transcript: www.pointmetofirstclass.com/financial-planning-wealth-building-lauren-oschman
     
    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

    151. Bilt's 3 New Cards: A Complete Analysis & Strategy Guide

    1/19/2026 | 1h 33 mins.
    Have you ever wondered if earning points on your mortgage or rent is actually worth the math? Or whether a card that earns two times points on everything can really compete with what you're already holding?
    Bilt just released three brand new credit cards, and they're more complex than any card launch I've seen in a while. This isn't just about welcome bonuses and bonus categories— there's an entirely new internal currency called Bilt Cash, along with processing fees to calculate, and real formulas you need to run to figure out if any of these cards make sense for your situation.
    In this episode, I'm joined by Kelly, the Points and Miles Doc, to break down all three new Bilt cards: the no annual fee Bilt Blue, the $95 Bilt Obsidian, and the $495 Bilt Palladium. We analyze the welcome bonuses, points earning structures, and how each card compares to its closest competitors. We walk through the Bilt Cash system, explain exactly how much you'd need to spend to earn points on housing payments without paying fees, and discuss who these cards actually benefit. We also share why we both applied for the Bilt Palladium within hours of its release and what makes Bilt's transfer partners worth paying attention to.
    Get full show notes and transcript: http://pointmetofirstclass.com/bilt-credit-cards-2026-analysis
    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

    150. 2025 Points Year in Review: How We Used Our Points, Chose Programs & Planned 2026 Travel (Part 2)

    1/12/2026 | 1h 41 mins.
    Today we're picking up where we left off last week in our 2025 points recap. In this second part of our year-in-review series, Dr. Andrea Mabry and I continue to break down the travel we actually booked with all those points we earned in 2025. 
     
    We're sharing the total value of travel we booked, our average redemption values, and the specific trips we planned—from family vacations to aspirational first class products. We also reveal what we've already booked for 2026, including trips worth over $300,000 combined.
     
    Andrea and I each share how many points we used to book travel in 2025, what that travel was worth, and what we paid out of pocket in taxes and fees. We talk about booking business class for large groups from non-hub airports, navigating award space challenges and disappointments, and the airline products that delivered exceptional value versus the ones that fell flat. 
     
    Listen in as we discuss the strategic decisions behind our redemptions and the lessons we're applying to future travel. Whether you're planning your first award trip or refining your approach to premium cabin bookings, this episode offers real numbers, honest takeaways, and strategies you can apply to your own travel.
     
    Get full show notes and transcript: https://pointmetofirstclass.com/2025-points-redemptions-year-in-review-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
  • Point Me To First Class

    149. 2025 Points Year in Review: A Look Back at Cards, Strategies & Earning (Part 1) with Dr. Andrea Mabry

    1/05/2026 | 1h 17 mins.
    Do you ever wonder what cards other people have, how they use them, and exactly how many points they're earning each year? I'll be honest—I'm nosy when it comes to other people's points, and I love getting a peek inside someone else's points earning strategies.
    In this first part of a two-part year-in-review series, I've invited Dr. Andrea Mabry back to the show to break down everything that shaped our points earning in 2025. This has become one of my favorite Point Me to First Class traditions, and this year marks the third installment of this annual series. We're pulling back the curtain on the credit cards we opened, the unexpected opportunities we seized, and the total number of points we earned across all our points ecosystems, from Chase and Amex to Capital One, Citi, and beyond.
    Andrea and I each share our total points earned for the year, then break those numbers down by transferable versus airline-specific currencies, welcome bonuses versus organic spend, and the earning methods that delivered the most value. We talk about why this was an unusually busy year for new card acquisitions, what happened when an entire points program collapsed overnight, and what's on our radar for 2026. 
    Whether you're mapping out your own points strategy or just curious how two points enthusiasts approach earning at scale, this conversation offers real numbers, honest reflections, and the lessons we're taking into the new year.
    Get full show notes and transcript: www.pointmetofirstclass.com/2025-points-year-in-review-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
  • Point Me To First Class

    148. Your Year in Points Review: How to Audit, Learn, and Plan Smarter

    12/29/2025 | 20 mins.
    Have you ever taken a step back and actually evaluated what your points did for you over an entire year?
    In this episode, I'm inviting you to do your own Year in Points Review—a way to look at how you earned points, how you used them, and whether your approach to earning and redeeming rewards helped you reach your travel goals.
    I walk through why a year-end points review is worth doing, including how it helps you evaluate what you did well, what you could do better, and how having clear data makes it easier to decide what to keep doing, what to stop doing, and what to focus on moving forward.
    I also share my personal process for reviewing both sides of the equation: points earning and points redeeming. From looking at different points ecosystems to understanding how points were earned and used, this episode walks through how to pull the details of the year into a clearer big picture.
    If you want to better understand how your points worked for you this year, this episode will show you how to get started.
    Get full show notes and transcript: https://pointmetofirstclass.com/​​year-in-points-review-2025
    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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