All the Hacks: Money, Points & Life

Chris Hutchins
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192 snips
Mar 25, 2026 • 57min

How to Actually Live the Life You're Optimizing For with Sahil Bloom

Sahil Bloom, writer, investor, and creator of The Curiosity Chronicle, gets into why over-optimizing life can erase what matters most. He talks big fast decisions, the doorman fallacy, family versus opportunity, and using AI as a thinking partner. They also dig into time blocking, systems over motivation, and building routines that actually support life.
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134 snips
Mar 18, 2026 • 1h 8min

Ski Trip Mishaps, AI Interior Design, Reflecting on Life and More

Amy Fox, a mom and home design enthusiast, joins for ski trip chaos with kids, clever travel logistics, and AI-powered room makeovers on a budget. They also get into favorite gadgets, coffee gear, wearables that track recovery and memory, high-deductible health plan dilemmas, virtual pediatrics, and how couples stay aligned on money.
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149 snips
Mar 11, 2026 • 56min

Navigating Transfer Bonuses, Hyatt Devaluation, New Card Offers and More

A deep dive into a massive points transfer and when transfer bonuses truly make sense. A walkthrough of Hyatt's new award chart and what the top-tier changes could mean. A look at building multiple AI agents to automate tasks, run local code, and link to devices. Quick takes on current elevated card offers and active transfer bonuses.
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291 snips
Mar 4, 2026 • 58min

Stop Planning, Start Experimenting: A Science-Backed Approach to a Better Life with Anne-Laure Le Cunff

Anne-Laure Le Cunff, neuroscientist, writer, and founder of Ness Labs, explores replacing big goals with tiny, low-risk experiments. Short, hypothesis-driven tests are explained with practical examples and simple tracking. Listeners hear how experimentation rewires mindset, prevents burnout, and helps discover meaningful, energizing work.
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320 snips
Feb 25, 2026 • 1h 15min

Credit Cards: What's in My Wallet for 2026

A deep dive into which credit cards make the cut for 2026 and why. Short, practical rules for valuing annual fees and usable credits. A tour of major card families — Amex, Chase, Capital One, Bank of America, and co‑brand hotel and airline cards. Tools and apps Chris uses to track cards and optimize combos.
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150 snips
Feb 18, 2026 • 45min

Why Change Is Hard and How to Make It Your Advantage with Maya Shankar

Maya Shankar, cognitive scientist and bestselling author who led the White House Behavioral Science Team, breaks down why change feels threatening and how to reframe it as revelation. She explains anchoring identity to your deeper why, tools to stop rumination, mental time travel, affect labeling, using others or AI as a cognitive partner, and tactics for navigating big life decisions.
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456 snips
Feb 11, 2026 • 51min

I Built an AI Assistant That Works While I Sleep

Modern AI tools have made building software fast and cheap. The conversation covers prototyping on Replit, evolving tooling to Cursor and Claude Code, and integrating Plaid for banking data. It highlights planning, context windows, and small iterations. A personal AI assistant runs daily tasks, automations, and alerts while noting security and cost trade offs.
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201 snips
Feb 4, 2026 • 1h 16min

Deep Dive on Bilt Rewards and New Bilt 2.0 Cards

A deep look at how the Bilt ecosystem works, from earning through rent and neighborhood partners to transfer opportunities with airlines and hotels. A rundown of the new Bilt 2.0 card lineup and how each card’s perks compare. Practical breakdowns of Bilt Cash, the travel portal, Rakuten integration, and which strategies matter most for where the real value sits.
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342 snips
Jan 28, 2026 • 1h 5min

How to Earn Millions of Points and More Listener Q&A

A deep dive into how signup bonuses and smart spending created a mountain of points. Practical rules on credit-score effects, approval limits, and when business cards beat personal ones. Tips on meeting minimum spend, paying taxes by card, and which cash-back options rival points. Clear advice on simplifying a complex hobby into two main cards plus targeted signups.
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314 snips
Jan 21, 2026 • 1h 18min

Points & Miles in 2026: What's New, What's Dying & What's Next with Brian M

In this conversation, points and miles expert Brian M shares his insights into the evolving landscape of travel rewards in 2026. He discusses the new Bilt card lineup and how its features can ultimately benefit users despite increased complexity. The sudden shutdown of Mesa highlights the risks associated with startup loyalty programs. Brian forecasts a rise in transferable points and AI-driven management tools for better optimization. He also shares strategies for evaluating credit card fees and offers practical tips for planning trips efficiently.

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