
Point Me To First Class
Devon Gimbel MD
Show overview
Point Me To First Class has been publishing since 2023, and across the 3 years since has built a catalogue of 174 episodes, alongside 5 trailers or bonus episodes. That works out to roughly 130 hours of audio in total. Releases follow a weekly cadence.
Episodes typically run thirty-five to sixty minutes — most land between 32 min and 54 min — though episode length varies meaningfully from one episode to the next. It is catalogued as a EN-language Society & Culture show.
The show is actively publishing — the most recent episode landed 3 days ago, with 19 episodes already out so far this year. Published by Devon Gimbel MD.
From the publisher
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.
Latest Episodes
View all 174 episodes167. The Woman Dancing in the Sahara Arrived Terrified - Why the Right Adventure Trip Brings You Home to Yourself
166. The Payroll Points Strategy Update: Cards, ROI & Best Practices with DeAndre Coke
165. Pack Your Bags for Austin: The 2027 Points Conference You've Been Waiting For
164. Credit Card Product Changes: 5 Strategic Ways to Strengthen Your Portfolio
163. Listener Q&A: Bilt vs Amex, Spending Toward Status, & Rethinking Points Fundamentals
162. Where Japan Airlines Miles Fit in Your Award Travel Strategy with Michael Gandara
If you've been transferring points to the same airline programs over and over, you might be missing out on one of the most fascinating but overlooked loyalty programs in the points world - Japan Airlines Mileage Bank. Now that Japan Airlines is a direct transfer partner of Bilt, Capital One, and Rove, accessing this program is easier than ever. But given how new this is to many of us, you may not yet be familiar with its incredibly powerful sweet spots—both for flying on Japan Airlines operated flights and for booking flights on partner airlines. In this episode, I'm joined by Michael Gandara from Nurse Michael Travels to break down how the Japan Airlines program works, highlight some of the best sweet spots for redeeming Japan Airlines miles, and talk about how to actually find and book those awards on the Japan Airlines website. Michael and I discuss what makes this program different and powerful compared to other airline loyalty programs, walk through the practical realities of searching for award space, and cover the quirks you need to know before transferring miles. Whether you've been curious about Japan Airlines miles or you're ready to start using them strategically, this episode breaks down everything you need to know to start leveraging this program effectively. Get full show notes and transcript: https://pointmetofirstclass.com/japan-airlines-miles-sweet-spots-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
161. Points Earning Unicorns: Risk vs. Reward for Outsized Deals with Dr. Sujatha Murali
Have you ever seen a points deal that looked too good to be true? 250 Avios per dollar spent. 240 American Airlines miles per dollar. Those kinds of multipliers make you do a double-take and for good reason. Deals like these are as enticing as they are uncertain. In this episode, I'm joined by Dr. Sujatha Murali to talk about what I call points earning unicorns—rare, outsized opportunities where the upside can be enormous, but the outcome is far from guaranteed. We break down how to think through the risk versus reward when these deals appear, the psychological traps that make them so hard to resist, and the framework we use to decide whether to jump in or sit one out. Sujatha and I walk through real examples, including my decision to take advantage of the Simply Miles deal that netted me over 1.1 million American Airlines miles, and our decisions around the recent Kate Spade 250x Avios opportunity. We discuss how to evaluate whether you can actually use the points you're considering buying, the importance of reading terms and conditions even when you're excited, and how to build your own decision-making process. If you've ever wondered whether one of these deals is the opportunity of a lifetime or just a really expensive mistake, this episode gives you a framework for thinking it through. Get full show notes and transcript: https://pointmetofirstclass.com/points-earning-unicorns-risk-reward 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
160. The Uncapped Value of Hilton Free Night Certificates with Jess Field
If you've been focused on earning hotel points, you might be overlooking one of the most powerful strategies for saving money on luxury hotel stays—and it doesn't require hundreds of thousands of points. In this episode, I'm joined by Jess Field of Points Talk Squad to break down exactly how Hilton free night certificates work and how you can strategically earn and use them for maximum value. Hilton free night certificates stand out because they have no cap on how many points a room can cost—as long as there's standard award availability, you can use a certificate even if the room would otherwise cost 200,000 or 250,000 Hilton points per night. Jess and I talk about the best ways to earn these certificates, how to combine them with Hilton points for longer stays, which properties deliver the most spectacular value, and the current limited-time promotional offers that make this an especially compelling time to get into Hilton. Whether you're completely new to Hilton or you already have certificates sitting in your account, this episode gives you a clear framework for making the most of one of the most valuable perks in the points world. Get full show notes and transcript: https://pointmetofirstclass.com/hilton-free-night-certificates-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
159. The Hyatt Award Chart Overhaul: Points Strategy Shifts with The Points and Miles Doc
Over the past decade, Hyatt has had one of the most beloved hotel loyalty programs in the points world—and a big reason for that has been its simple, predictable award chart that made it possible to get incredible value from Hyatt points. That's (potentially) about to change as Hyatt recently announced a major overhaul to its award chart structure that will introduce dozens of new pricing levels and dramatically shift how award nights are priced at properties around the world. In this episode, I'm joined by Kelly, the Points and Miles Doc, to dig into what Hyatt announced, what these changes mean in practice for people who use Hyatt points, and whether this fundamentally shifts the value of Hyatt points going forward. We talk about the mechanics of the new evolved award chart, the potential impact on different types of travelers, why Hyatt made this change now, how it compares to what could have happened, and what strategy adjustments—if any—points users should consider making in response to these changes. If you've been following this announcement or you use Hyatt points for hotel stays, this episode walks through the details you need to understand what's shifting, what's staying the same, and how to position yourself for these changes. Get full show notes and transcript: https://pointmetofirstclass.com/hyatt-award-chart-changes-2026 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
158. Before You Pay Your Taxes by Credit Card: Avoid These Points-Killing Mistakes
If you're planning to pay taxes by credit card this year, now is the time to set up your strategy—not the week before tax day. Every year, I see posts from people whose tax payment plans went sideways at the last minute. A declined charge, payments that didn't post, a payment that went to the wrong card—these problems are stressful on their own, but they're especially problematic when you're troubleshooting them on tax day. Listen in as I walk through the five key considerations for turning tax payments into points stress-free, plus the specific pitfalls that trip people up if they don't know to expect them. I cover everything from creating your most powerful points-earning plan and timing your credit card applications correctly, to navigating the logistics of payment platforms and avoiding the PayPal mistakes that cost people thousands of points. I also share what you need to know about using Amex cards for tax payments, including why you should never use the virtual card number and how to access spend bonuses that make large tax bills even more lucrative for points earning. Whether you're paying a few thousand or multiple six figures in taxes, this episode gives you the framework to maximize your points while avoiding the mistakes that derail so many people's tax payment strategies each year. Get full show notes and transcript: https://pointmetofirstclass.com/tax-payments-points-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
157. Shifting My Strategy: Why I'm Pursuing Status in Multiple Programs This Year
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
156. Making Large Family Award Travel Actually Work with Dr. Alison Curfman (Part 2)
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
155. Planning Award Travel for Large Families with Dr. Alison Curfman (Part 1)
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
154. The Most Memorable Credit Card Points Lessons from Real Travelers
Have you ever wondered what points lessons other travelers learned the hard way—so you don't have to? Today's episode is a little different. I recently crowdsourced the biggest points lessons learned in 2025 from members of my community, and the responses were so good. Some were tactical, others were mindset-shifting, and more than a few had me laughing because they highlighted mistakes that are just so relatable in this hobby. In this episode, I'm sharing the most insightful, surprising, and valuable takeaways from real travelers across the spectrum of experience—from those just starting their rewards journey to seasoned award travel veterans. I've organized these lessons around five main themes: be proactive and be prepared, stay curious and creative, don't let perfect be the enemy of done, automate and plan ahead to prevent year-end stress, and high-value specific tips you need to know. From transfer timing surprises and phantom award space to the power of flexibility and actually spending your points instead of hoarding them, these real-life lessons will help you earn more strategically, book better redemptions, and navigate award travel with less stress in 2026. Get full show notes and transcript: https://pointmetofirstclass.com/2025-points-lessons-learned/ 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
153. Avios Explained: Understanding Transfers & Maximizing Award Flights
In a hobby full of rules, Avios prove to be an exception—and understanding how they work can unlock some of the best award flight opportunities available. In this episode, I'm breaking down everything you need to know about Avios, the points currency used by British Airways, Qatar, Finnair, Iberia, Aer Lingus, and several other airlines. One crucial aspect of Avios that makes them unique among points currencies is their ability to move between partner accounts, which creates opportunities you won't find anywhere else. Listen in as I walk through what makes Avios so versatile, how to earn them strategically, and how to use their transferability to access better award pricing. I also cover British Airways' Points Boost feature that lets you buy Avios at a fraction of the usual cost, and share practical tips on setting up accounts, avoiding surprise fees, and finding the best value for your award flights. Whether you're brand new to Avios or looking to squeeze even more value from these programs, this episode will show you how to think strategically about one of the most powerful—and underutilized—points currencies in award travel. Get full show notes and transcript: www.pointmetofirstclass.com/avios-guide-transfers-sweet-spots 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
152. Building Wealth Beyond Travel: Financial Planning for High-Earners with Lauren Oschman
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
151. Bilt's 3 New Cards: A Complete Analysis & Strategy Guide
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
150. 2025 Points Year in Review: How We Used Our Points, Chose Programs & Planned 2026 Travel (Part 2)
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
149. 2025 Points Year in Review: A Look Back at Cards, Strategies & Earning (Part 1) with Dr. Andrea Mabry
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
148. Your Year in Points Review: How to Audit, Learn, and Plan Smarter
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