Podcast
Oct. 8, 2025
Earn More Points in Multiplayer Mode with Kai
#249: 3x your points and miles with a multiplayer strategy. We break down how to earn, manage, and maximize rewards with a partner, family, or friends. Plus learn how to handle the logistics, emotions, and systems that make i...
Oct. 1, 2025
How to Stop Over-Optimizing and Focus on What Matters with Tim Ferriss
#248: Learn to escape the trap of over-optimizing and design a more meaningful life. We explore setting boundaries, resetting priorities, and turning failure into fuel for success. We also dive into Tim’s creative process beh...
Sept. 24, 2025
Deep Dive on Bank of America Credit Cards (Up to 5.25% Cash Back)
#247: Chris dives into Bank of America’s credit card lineup and why he has 5 different BoA cards right now. He'll go over how the Preferred Rewards program can help you earn unlimited 3.3% back on everything. Finally, he als...
Sept. 17, 2025
Contrarian Takes on Money, Risk, and Retirement with Tyler Gardner
#246: Today we explore contrarian takes on budgeting, the 4% rule, retirement planning, and the risks of blindly investing in bonds. We also cover strategies for investing, spending, and rethinking how to use money with purpo...
Sept. 10, 2025
How Much Are Points and Miles Worth in 2025?
#245: Ever wonder what points are really worth? I'll break down the different types of points, how to calculate their value, and the biggest mistakes people make along the way. You’ll also learn when cash back might be the sm...
Sept. 3, 2025
How I Saved $10,000+ on Luxury Hotels
#244: I'll explain how I saved over $10k on luxury hotels in Costa Rica and Carmel Valley using points, free nights, and elite perks. I’ll walk you through every step, from how to book with points, when to buy them on sale, h...
Aug. 27, 2025
Smarter Strategies for Retirement, Wealth Building, and Taxes with Michael Kitces
#243: Discover smarter strategies to grow your wealth and create financial flexibility. We dive into when it makes sense to invest beyond retirement accounts, how to access savings early through Roth conversions and 72(t) dis...
Aug. 20, 2025
Deep Dive on Capital One Credit Cards and Miles (+ Why I Love Them)
#242: Chris dives into the Capital One credit card lineup, breaking down earning structures for miles and cash back, exciting benefits, and redemption strategies. He also covers the best 2-card combo, transfer partners, impor...
Aug. 13, 2025
Earn More Points with New Cards, Bonuses, and Challenges in 2025
#241: We cover new credit cards, increased welcome bonuses, and major changes to existing cards and their benefits. Plus, learn how to rack up thousands of points through airline and hotel challenges and giveaways. Link to Fu...
Aug. 6, 2025
Top Airline & Hotel Transfer Partners to Maximize Your Points with Greg the Frequent Miler
#240: Transferring points is one of the best ways to maximize your points, so today we share the top airline and hotel transfer partners. We also cover strategies to get the most out of your points, including how to leverage ...
July 30, 2025
Mini Retirements: How to Take a Break Sooner That Could Also Boost Your Career and Income with Jillian Johnsrud
#239: Why wait until you're 65? It's feasible for almost anyone to take a mini retirement and when done right, it can also fast-track your career and income. Learn how to plan one, negotiate time off, manage costs, avoid pitf...
July 23, 2025
18 Tactics for Booking Travel with Points & Miles
#238: Chris shares 18 tactics he’s used to get the best deals booking flights and hotels with points. Learn how to leverage flexibility, navigate transfer partners, use the right tools, identify “sweet spots,” avoid high fees...
July 16, 2025
How to Design a Rich Life at Any Income with Ramit Sethi
#237: Start living your rich life today regardless of your income. Learn how to spend without guilt, track the four key financial numbers that matter most, harness the power of decisiveness, and avoid the common traps that ho...
July 9, 2025
Deep Dive on Amex Credit Cards and Membership Rewards Points
#236: Chris reviews and ranks the full American Express lineup of 30+ cards. He also breaks down Membership Rewards, transfer partners, approval rules, card-linked offers, unique perks, and more. Link to Full Show Notes: http...
July 2, 2025
Chris’ Money Allocation Framework: 10 Steps to Build Your Wealth
#235: Chris shares his personal 10-step money allocation framework to help prioritize savings, investments, and financial flexibility. He also dives into advanced strategies for tax optimization, liquidity, and real-world app...
June 28, 2025
Bonus Ep: Earn Points on Mortgage, 4x 100k+ Card Bonuses, New 4% Card, Devaluations and More
#234: In this bonus episode, Chris discusses the new Mesa Homeowners Card, some new big welcome bonuses, card and hotel program devaluations, two new points promotions, free summer activities and more. Link to Full Show Notes...
June 25, 2025
Money: What Each Generation Gets Right (& Wrong) with Ben Carlson
#233: Explore how different generations approach money and what they get right (and wrong) about saving, investing, spending, and building wealth. We dig into the psychology of money across generations and share practical les...
June 18, 2025
Credit Cards: What's in My Wallet for 2025
#232: Chris reviews his current credit card lineup for 2025. He also covers how to evaluate new/existing cards, some card changes for 2025, new cards he's excited about, the best cards for each major spending category, and ap...
June 11, 2025
Top 50 Ways to Upgrade Your Life, Money, and Travel from 200+ Episodes of All the Hacks
#231: Chris shares his top 50 hacks, learnings and lessons from the past 230 episodes. Learn actionable strategies to level up your travel, wealth, points & miles, productivity, relationships, and so much more! Link to Full S...
June 4, 2025
The Wealth Ladder: Proven Strategies for Every Step of Your Financial Life with Nick Maggiulli
#230: The Wealth Ladder is a new philosophy for thinking about money and in this episode you'll learn exactly how to handle your spending, income, investments, and more, with tailored advice for every stage. We cover strategi...
May 28, 2025
Understanding and Improving Your Gut Health with Dr. Robynne Chutkan
#229: Your gut is the engine of your entire body, so today we break down how to keep it running smoothly with practical, evidence-backed tips. We cover the gut’s powerful role in digestion, immunity, and brain health while ch...
May 21, 2025
Deep Dive on Citi Credit Cards and ThankYou Points (Best 2-Card Combo)
228: A deep dive into Citi’s credit card lineup. I've recently opened up a few Citi cards and am very excited about sharing the best Citi cards, how to maximize ThankYou Points, the best airline and hotel transfer partners, a...
May 14, 2025
The Path to Becoming an Expert in Points & Miles with Devon Gimbel
#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 tactic...
May 7, 2025
Optimizing Vacations, New Ways to Earn Points, Airline Changes and More
#226: From optimizing travel and rewards to new ways to earn points, Chris shares some recent tactics he's picked up on upgrades and award travel. He also covers some flight deals, airline changes, Mother's Day gift ideas, and reflects on recent podcast episodes. Link to Full Show Notes: https://ch…