Apr 1
My Process for Booking Travel with Points & Miles
#272: Learn how to turn your points into significantly better travel experiences by following a simple, repeatable system. We cover how to plan, find award availability, choose the right tools, and decide between portals vs. transfers, plus the mindset shifts that make the whole ... Show More
54m 29s
Mar 25
How to Actually Live the Life You're Optimizing For with Sahil Bloom
#271: Learn why over-optimizing your life can quietly destroy the things you actually care about. Chris and Sahil explore the doorman fallacy, why big life decisions should happen fast, how to use AI as a thinking partner, and why systems beat motivation every time. Sahil Bloom i ... Show More
56m 41s
Apr 2025
226. The Secrets of the Travel Credit Card Game with Janelle on a Jet
If you've ever scrolled through Instagram wondering how your favorite creators are jet-setting to Paris, sipping cocktails in Bali, or scoring first class seats—all “for free”—and thought, "How the hell are they doing that?”, this episode is your step-by-step guide. I sat down wi ... Show More
1h 29m
Mar 2025
147. Points & Travel Guide for Wall Street Professionals feat. The Points Guy's
Send us Fan MailIn this episode, we sit down with Brian Kelly, aka The Points Guy, to break down the basics of optimizing your credit card strategy, especially for finance professionals and consultants who travel frequently, entertain clients, or rack up significant corporate exp ... Show More
1h 16m
Aug 2025
Friday Flight - Bad RAPs, Price Match Murder, & Premium Points Credit Cards #1020
Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ah ... Show More
38m 14s
Jan 2025
Friday Flight - Credit Score Supremacy, Avoiding Alts, & Points in Purgatory #930
Time for a Friday Flight- our little sampling of the week’s financial news and what it means for your personal finances. There are a lot of headlines out there, but we boil them down to specific takeaways that will allow you to kick off the weekend informed and help you to get ah ... Show More
35m 43s
Oct 2024
193. Financial Tips, Scripts, and Hacks with The Best One Yet (Live from Seattle!)
Welcome back Financial Feminists! I'm so excited to bring you this special episode recorded live in my hometown of Seattle with Nick and Jack from "The Best One Yet" podcast. We dive deep into the nitty-gritty of personal finance, from setting achievable financial goals to negoti ... Show More
58m 28s
Oct 2024
The Definitive Travel Rewards Episode w/ Chris Hutchins #899
When it makes sense to buy points, sites that make redeeming your points a breeze, how he thinks about points deflation… these are just a few of the topics we cover with our friend Chris Hutchins. If you’re wondering, like we were, whether or not travel hacking is still worth the ... Show More
1h 1m
Feb 2025
Ask HTM - Birth Now Pay Later, Forcing Home Equity with a Basement Build, & Saving vs Paying Credit Cards #946
Let’s dive into the week with some fresh listener questions we have lined up for you! And don't just stand on the sidelines- if you have a question you’d like us to answer, toss your voice memo our way. It only takes about 90 seconds to record and you can find a step by step guid ... Show More
54m 2s
#273: Learn to stop overthinking and make better decisions. Chris and Derek discuss how optimizing can go wrong, a coin flip trick for making decisions, journaling as a superpower, how your actions might reveal what you actually want, and more.
Derek Sivers is an entrepreneur, writer, and self-proclaimed "slow thinker" best known for founding CD Baby, whi ... Show More
<p><strong>Travel Hacks Every Speaker Should Know with Chris Hutchins</strong></p><p><em>“If you don’t want to play the sign up bonus game, optimize where you’re spending but always be getting more than 2x on everything.”</em></p><p>Navigating the world of travel optimization can ... Show More
