
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.
Latest episodes

May 19, 2025 • 25min
116. The Award Travel Trick Hiding in Plain Sight: Fifth Freedom Flights
Discover the hidden gem of fifth freedom flights, a unique airline route that can unlock exceptional award space and experiences. Learn how this often-overlooked option allows airlines to connect two foreign countries for incredible travel opportunities. Dive into the historical context of these flights and explore specific routes across Europe, Asia, Africa, and the Caribbean. Whether you're a frequent flyer or just planning your next trip, fifth freedom flights could be the secret to scoring better premium cabin tickets!

32 snips
May 12, 2025 • 44min
115. Rhythms, Routines, and REM: Expert Tips to Manage Jet Lag & Sleep Disruption While Crossing Time Zones
Leah Corkum and Marlee Boyle, co-founders of Sleep-Works, share expert insights on sleep health and strategies to combat jet lag. They discuss how travel disrupts sleep, the real causes of jet lag, and the pivotal roles of light exposure and sleep environment. Listeners learn practical tips for adjusting sleep schedules and using melatonin effectively. The duo also highlights the importance of sleep hygiene and offers techniques for ensuring restful nights, especially for children navigating time zone shifts.

51 snips
May 5, 2025 • 31min
114. Finally! Turning Your Mortgage into Points: How Mesa is Flipping the Script on Rewards
Kelley Halpin, CEO of Mesa, leads the conversation on an innovative credit card that rewards owners for their mortgage payments and major household expenses. She reveals how the Mesa card fills a significant gap in the rewards world, particularly for homeowners. Kelley discusses the card's unique ability to convert everyday spending into valuable points, highlighting its benefits for overlooked segments like single females. Plus, she dives into exciting future potential and partnerships that enhance the card's offerings.

10 snips
Apr 28, 2025 • 20min
113. 4 Ways to Maximize Points for Costco Spend (Without Overcomplicating It)
Discover how to supercharge your Costco shopping trips with strategic credit card usage. Learn four effortless ways to earn maximum points, whether you’re shopping in-store or online. The discussion highlights which cards work best and provides tips for using methods like Instacart. Find out how to align your spending habits with your points goals, making your shopping experience both rewarding and simple!

6 snips
Apr 21, 2025 • 15min
112. Best Ever or Big Mistake? 3 Steps to Evaluate if Best-Ever Welcome Offers are Right for You
Elevated credit card welcome bonuses can be tempting, but are they worth it? Discover how to evaluate offers like the Chase Sapphire Preferred’s 100,000 points. Learn three essential questions to ask before applying: Are you eligible? Does it fit your travel goals? What's the opportunity cost? This insightful discussion helps you avoid the allure of shiny bonuses and turn them into strategic advantages for your travel plans.

14 snips
Apr 14, 2025 • 1h 7min
111. Life, Travel, and Money Hacks with Chris Hutchins
Chris Hutchins, the savvy host of All the Hacks, shares his extensive knowledge on optimizing life, travel, and finances. He reveals clever strategies for maximizing credit card rewards and transforming money into a tool for purpose. Tune in as he discusses the art of reducing decision fatigue and enhancing travel experiences, all while keeping the focus on joy and efficiency. Chris also dives into unique financial strategies, like purchasing gold bars at Costco, while emphasizing the importance of digital security and privacy.

Apr 7, 2025 • 42min
110. 2025 Tax Payment Updates You Need to Know with Dr. Sujatha Murali
In this engaging conversation, tax payment expert Dr. Sujatha Murali shares her wealth of knowledge on navigating the changing landscape of credit card payments for taxes. With a keen focus on 2025 updates, she reveals strategies to maximize rewards and minimize fees. Listeners learn the best types of cards to use, smart PayPal practices, and how to turn tax expenses into valuable points for travel. Whether it's $5K or $50K, Dr. Murali equips you with essential tips to save big and roam the world in style!

Mar 31, 2025 • 35min
109. How to Pack Smart for Travel Without Sacrificing Style with Cassandra Sethi
Have you ever stood in front of your suitcase, overwhelmed, unsure what to pack—or panic-ordered outfits days before a trip that you’ll never wear again? You’re not alone. In fact, this episode might be exactly what your suitcase (and closet) needs. In this episode, I’m joined by Cassandra Sethi, personal stylist and founder of Next Level Wardrobe, who shares her system for making packing simple, efficient, and actually fun. We talk about how to get more outfits with fewer pieces, avoid the most common packing mistakes, and how to feel stylish and comfortable—whether you're heading to Paris or just to the airport. If travel packing always feels like a puzzle you can’t solve, this episode will help you finally crack it. Get full show notes and transcript: https://pointmetofirstclass.com/stylist-travel-packing-guide/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!

Mar 24, 2025 • 44min
108. Credit Card Points Transfers: Do’s, Don’ts, and Pro Tips
As someone who has booked over $192,000 worth of travel using points just this year, I've learned that mastering the art of points transfers is the key to unlocking incredible travel experiences. But knowing when and where to transfer your points isn't always straightforward or intuitive, especially when you're new to this hobby. In this episode, I share 10 do's and don'ts of credit card points transfers. You'll hear my hard-won wisdom on everything from transfer ratios to avoiding common pitfalls. Whether you're a beginner or an experienced award traveler, you'll come away with actionable tips to help you book your dream trips using points. Get full show notes and transcript: https://points.pointmetofirstclass.com/blog/credit-card-points-transfers-tips Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course here: https://pointmetofirstclass.com/pointsmadeeasy

Mar 17, 2025 • 37min
107. Skill Stacking Your Way to Better Points Redemptions
Do you feel confident in your points redemption skills, or do you suspect you might be missing out on better deals? With a little knowledge and practice, you can learn to stack the key skills needed to get incredible value from your points, and I'm showing you how this week. Tune in as I break down the six key levels of points redemption skill stacking. I explain how to know which level you're at currently, the specific skills to focus on building, and how to reach the next level so you can unlock incredible travel opportunities! Get full show notes and transcript: https://points.pointmetofirstclass.com/blog/skill-stacking-better-points-redemption Get your copy of the Award Booking Calendars: Your Airline-by-Airline Guide here! 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