All the Hacks: Money, Points & Life

Chris Hutchins
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451 snips
Nov 5, 2025 • 59min

10 Lessons That Challenged My Thinking on Money and Life

Tad Fallows, co-founder of Long Angle and former iLab Solutions co-founder, shares insights from a retreat for high-net-worth investors. He emphasizes that health is the most vital asset, advocating for personal health advocacy and smart fitness investments like trainers. The conversation also explores building meaningful relationships through intentional interactions and travel. Tad discusses the importance of 'lighthouse parenting,' allowing kids to face challenges, and highlights the need to align financial strategies with true life goals rather than tax optimization.
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157 snips
Oct 29, 2025 • 1h 26min

Family Travel on Points: Tips, Tricks and Tactics with Nick Reyes

Nick Reyes, a seasoned traveler and writer for Frequent Miler, shares expert insights on making family travel a breeze using points and miles. He discusses strategies for booking business class for families, finding multiple award seats, and managing jet lag with kids. Nick also offers tips on choosing family-friendly accommodations, the perks of kids in premium cabins, and essential gear for travel. Plus, learn how cruises can simplify family trips and discover top destinations for family adventures around the world.
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310 snips
Oct 22, 2025 • 59min

How to Focus on What Matters and Let Go of the Rest with Ryan Holiday

Ryan Holiday, a bestselling author and modern Stoic thinker, shares insights on the practical application of Stoicism for today’s chaotic world. He emphasizes focusing on what you can control and outlines how to cultivate the four Stoic virtues: courage, self-discipline, justice, and wisdom. Ryan discusses the importance of re-evaluating first impressions, the futility of complaining, and practices to foster a Stoic mindset, like journaling and pausing before reacting. His perspective offers a roadmap for thriving amid uncertainty and finding true happiness.
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384 snips
Oct 15, 2025 • 1h 10min

Open Enrollment, Diversifying Investments, Buying Gold and More Listener Q&A

Listeners dive into important topics like navigating open enrollment, exploring health insurance plan options, and maximizing FSA benefits. Chris discusses investment strategies, including diversification amidst a high stock market and insights on buying gold. He warns about the complexities of variable universal life insurance, shares tips on handling RSU compensation, and emphasizes the benefits of AI tools in enhancing productivity. The discussion offers practical advice for both personal finance and transitioning to self-employment.
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182 snips
Oct 8, 2025 • 50min

Earn More Points in Multiplayer Mode with Kai

Discover how to triple your points and miles by teaming up with a partner or friends. Learn the ins and outs of managing multiple accounts and maximizing referrals. Kai shares his strategy for handling the logistics and emotions that come with churning. Explore the benefits of teaching family members about building credit and travel dynamics, plus tips for streamlining the process. From overcoming stress in booking to leveraging shared resources, this discussion is packed with actionable insights for avid points enthusiasts.
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924 snips
Oct 1, 2025 • 1h 34min

How to Stop Over-Optimizing and Focus on What Matters with Tim Ferriss

Tim Ferriss, bestselling author and entrepreneur known for his innovative approaches to productivity and lifestyle design, shares insights on avoiding the trap of over-optimization. He discusses the importance of setting boundaries, prioritizing relationships, and turning failures into learning opportunities. Tim also elaborates on his creative process behind his card game, emphasizing the power of play and social interaction. Listeners will learn practical tactics for saying no effectively and how to design life around joy and meaningful connections.
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136 snips
Sep 24, 2025 • 1h 2min

Deep Dive on Bank of America Credit Cards (Up to 5.25% Cash Back)

Explore the surprising power of Bank of America's credit card lineup, where Chris shares his love for five different cards. Discover how the Preferred Rewards program can boost your cashback potential to 3.3%. Uncover unique perks like free access to 235 museums nationwide, as well as insights on applying for cards and navigating approval rules. Get an in-depth look at various cards, including the premium options with hefty benefits and the hidden gems in the business lineup. Plus, learn about strategic ways to maximize your rewards!
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242 snips
Sep 17, 2025 • 1h 12min

Contrarian Takes on Money, Risk, and Retirement with Tyler Gardner

Tyler Gardner, a personal finance creator and former portfolio manager, shares unconventional insights on money and retirement. He challenges traditional financial norms, advocating for prioritizing investments over emergency funds. Gardner critiques the 4% rule, encouraging tailored retirement planning based on personal fulfillment. He discusses evolving career mindsets, emphasizing flexibility over loyalty, and highlights the importance of aligning spending with joy and personal values. This engaging conversation reshapes how we think about wealth and financial success.
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285 snips
Sep 10, 2025 • 1h 7min

How Much Are Points and Miles Worth in 2025?

Curious about the value of travel points and miles? Dive into the complexities of assessing their worth and discover expert opinions that can influence your strategy. Learn how hotel and airline points stack up, and why cash back might sometimes be the smarter option. Get insights on navigating loyalty programs and maximize your rewards for a better travel experience in 2025. Plus, explore personal card strategies that help you successfully boost your credit card rewards.
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135 snips
Sep 3, 2025 • 58min

How I Saved $10,000+ on Luxury Hotels

Discover how to save over $10,000 on luxury hotels by leveraging points and perks! Learn the art of booking with credit cards, stacking hotel credits, and finding the best upgrades. Hear personal anecdotes from Costa Rica and Carmel Valley, highlighting family-friendly experiences and unforgettable adventures. Uncover tips for maximizing Hilton and Hyatt rewards, ensuring your next getaway is both luxurious and budget-friendly.

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