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May 14, 2025 71 mins
#227: An actionable 4-step framework to master points and miles while maximizing personal value. We cover high-yield earning strategies like paying processing fees, bulk ordering, and leveraging business expenses, plus tactics for scaling award travel for multiple people. We also explore alternate pathways to earn and redeem points without chasing “perfection.” Devon Gimbel is the founder of Point Me to First Class, an educational platform and podcast that teaches people to maximize their spending for extraordinary travel rewards. She is also a double-board certified physician. Link to Full Show Notes: https://chrishutchins.com/rethinking-points-and-miles-devon-gimbel Partner Deals DeleteMe: 20% off removing your personal info from the web Upwork: Free job posting to find, hire, and pay top freelance talent NetSuite: Free KPI checklist to upgrade your business performance Bilt Rewards: Earn the most valuable points when you pay rent Green Chef: 50% off your first meal kit with code 50ALLTHEHACKS For all the deals, discounts and promo codes from our partners, go to: chrishutchins.com/ Resources Mentioned Devon: Point Me To First Class | Podcast | Instagram Free Starter Guide to Points Dunning Kruger Curve Payment Platforms Plastiq Melio Zil Money (Coupon Code: ATH300) Venmo Business Airlines with Great Award Availability Emirates Condor Singapore Airlines Rakuten: $40 bonus here Savewise: 20% off with ALLTHEHACKS20 ATH Podcast Ep #166: Best Award Search Tools for Booking Flights with Points & Miles with Greg the Frequent Miler Leave a review: Apple Podcasts | Spotify Email for questions, hacks, deals, and feedback: podcast@allthehacks.com Full Show Notes (00:00) Introduction (02:31) Devon's Non-Traditional Approach to the Points & Miles Game (05:38) Stage 1: Peak of Mount Ignorance (08:18) Stage 2: Valley of Despair (09:41) Stage 3: Slope of Enlightenment (13:06) One of the Biggest Mistakes People Make in the Points & Miles World (14:47) Lessons from Chris' Skiing Experience (21:03) Stage 4: Unconscious Competence (23:48) Why the Learning Curve Never Stops (27:08) Identifying High Yield Opportunities for Yourself (29:54) How to Evaluate If Credit Card Fees Are Worth It (38:43) The Importance of Understanding Earning Rates (40:26) Ways to Leverage Business Expenses (43:43) Maximizing Award Travel When Booking for Multiple People (48:16) Airlines That Have Good Award Availability (Fifth Freedom Flights) (55:00) Why You Should Practice Looking for Award Deals (58:11) Rakuten Bulk Ordering to Earn Flexible Points (1:01:37) Setting Alerts for Deals (1:03:49) Alternate Pathways to Earn and Redeem Points (1:09:12) Using a Venmo Business Profile to Make Payments (1:10:13) Where to Find Devon Connect with Chris Newsletter | Membership | X | Instagram | LinkedIn Editor’s Note: The content on this page is accurate as of the posting date; however, some of our partner offers may have expired. Opinions expressed here are the author's alone, not those of any bank, credit card issuer, hotel, airline, or other entity. This content has not been reviewed, approved or otherwise endorsed by any of the entities included within the post. Learn more about your ad choices. Visit megaphone.fm/adchoices
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