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All the Hacks with Chris Hutchins

All the Hacks with Chris Hutchins

Chris Hutchins

Upgrade your life, money and travel.

  • 1 hour 10 minutes
    The AI Tools I'm Building to Replace My Spreadsheets with Anish Acharya

    #278: Is AI making it possible for the average person to live a fully optimized life? Chris and Anish swap notes on how custom AI tools are replacing years of spreadsheets, and reshaping the way we work, learn, create, and relate to each other. They dig into why Chris has abandoned OpenClaw, the architecture mistakes almost everyone is making, and what happens when the subsidies on all these tools eventually go away.


    Anish Acharya is a general partner at Andreessen Horowitz, where he leads consumer and AI-native investing.


    Link to Full Show Notes: https://chrishutchins.com/ai-tools-spreadsheets-anish-acharya/


    Partner Deals

    Bilt Rewards: ⁠Earn the most valuable points when you pay rent

    Green Chef: ⁠50% off your first month + 20% off for two months with code 50ALLTHEHACKS

    NetSuite: ⁠Free KPI checklist to upgrade your business performance

    Mercury: ⁠Manage, move, and grow your money

    Fora: Become a Fora Advisor today

    For all the deals, discounts and promo codes from our partners, go to: ⁠chrishutchins.com/deals


    Resources Mentioned

    AI tools and platforms

    • Claude

    • OpenAI Codex

    • ChatGPT

    • Gemini

    • Perplexity Computer

    • Cursor

    • OpenClaw

    Tools Chris is using in his stack

    • CardPointers

    • 1Password

    • Zapier

    • Apple Health

    • Notion

    • Dropbox

    Travel and points tools

    • Google Flights

    • Seats.aero

    • Roame

    ATH Podcast

    • #265: I Built an AI Assistant That Works While I Sleep

    • #275: The Custom Everything Era with Kevin Rose

    • Newsletter

    • Leave a review: Apple Podcasts | Spotify

    • Email for questions, hacks, deals, and feedback: [email protected]


    Full Show Notes

    (00:00) Introduction

    (02:08) How Chris Replaced His Award-Flight Spreadsheets With an Agent

    (04:20) Why Your AI Setup Should Be Platform-Agnostic

    (07:13) Why Sub-Agents Don't Actually Make Sense

    (13:29) Skills, Connectors, Projects, and Channels Explained

    (17:29) Anish on the Two Big Breakthroughs: Coding Agents and Personal Agents

    (18:29) Zero Marginal Cost of Doing Work

    (21:01) Will Knowledge Get Less Democratized in the AI Era?

    (22:17) The Four Layers of Personal AI: Knowledge, Data, Trust, and Connection

    (24:35) The Black Pill: Do Most People Have Enough Agency for This?

    (26:29) How Chris Connected His Own CardTool App to Claude

    (32:07) The Family Video Montage Built From iMessages and Photos

    (33:51) Reverse-Prompting and Breaking Tasks Into Discrete Steps

    (36:35) Is AI Making Us More Connected, or Less?

    (41:45) The Coming Flood of Bill Disputes, Appeals, and Speeding Tickets

    (44:52) Gemini, OpenAI Apps, and Claude Connectors Compared

    (47:03) The Hidden Power of Zapier's MCP Server

    (50:20) Managing Logins and Sensitive Data Without Losing Sleep

    (53:20) What's Still Not Possible With AI Today

    (56:56) The Gell-Mann Amnesia Effect Applied to AI

    (01:00:11) The Subsidies Behind Your $20 ChatGPT Plan

    (01:04:59) Evaluating the Actual Cost of AI


    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

    13 May 2026, 9:00 am
  • 51 minutes 43 seconds
    The Japan ER Visit That Changed How We Travel (& Tokyo Disney) with Amy Fox

    #277: The last morning of our Japan trip turned into a sprint to a Tokyo emergency room, and challenged what we thought we knew about traveling abroad. We break down what a Japanese ER really cost, credit card benefits most travelers don't know they have, the best places to shop in Japan right now, and how to navigate Disney Tokyo without losing your day to four-hour lines.

    Link to Full Show Notes: https://chrishutchins.com/japan-er-disney-shopping


    Partner Deals

    Copilot Money: ⁠Free 2 months access to my favorite personal finance app with code HACKS2

    Gelt: ⁠Skip the waitlist on personalized tax guidance to maximize your wealth

    Fabric: ⁠Affordable term life insurance for you and your family

    DeleteMe: ⁠20% off removing your personal info from the web

    Storyworth: Share your mother's stories in a custom book (+ up to $20 off)

    For all the deals, discounts and promo codes from our partners, go to: ⁠chrishutchins.com/deals


    Resources Mentioned

    Flights & Award Booking

    • Japan Airlines

    • Finnair

    • Avios

    • American Airlines

    • Award Tool

    • Seats.aero

    Hotels

    • Park Hyatt Tokyo

    • Hilton Tokyo Bay

    • Disney Ambassador Hotel

    • Airbnb

    Activities

    • teamLab

    • KidZania

    • Tokyo Disneyland

    • Tokyo DisneySea

    Luggage & Transportation

    • Yamato Transport

    • RideSafer Travel Vest

    • Suica Card

    • Takuhaibin Delivery Services

    Technology & Planning

    • Claude

    • Claude Code

    • Codex

    • Google Maps offline

    • Google Translate

    • T-Mobile

    Shopping

    • Muji

    • Don Quijote (Donki)

    • Loft

    • Takashimaya

    • ARC5 PALM-Sized 5-Blade Electric Luxury Razor

    • Keana Rice Pack face mask

    Food & Dining

    • 7-Eleven Japan

    • FamilyMart

    • Koffee Mameya

    • Afuri Ramen

    • Rokurinsha

    • Mos Burger

    Credit Cards

    • Bank of America® Atmos™ Rewards Summit Visa Infinite® Credit Card

    • Chase Sapphire Reserve®

    • The Platinum Card® from American Express

    ATH Podcast

    • AMA: Submit A Question

    • Leave a review: Apple Podcasts | Spotify

    • Email for questions, hacks, deals, and feedback: [email protected]


    Full Show Notes

    (00:00) Introduction

    (01:20) The Chaotic Last Day — and Why a Great Hotel Concierge Changes Everything

    (06:01) What Happened When We Had a Medical Emergency in Japan

    (14:05) Rethinking Which Credit Card to Use for Booking International Travel

    (17:48) Why Japan Is One of the Best Places to Shop Right Now (and What to Buy)

    (27:32) DisneySea vs. Disneyland Tokyo

    (28:34) The Disney Lines Strategy: Premier Access, Vacation Packages, and Happy Entry

    (35:25) The Popcorn Hack and Other Only-in-Japan Disney Tips

    (41:54) Trip Highlights, Honest Regrets, and How We Handle Jet Lag

    (45:01) How Letting Go of "Once-in-a-Lifetime" Made the Trip Better

    (48:26) Don't Be Afraid to Ask for What You Need

    (49:48) The One-Day Buffer That Makes Every Trip Better


    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

    6 May 2026, 9:00 am
  • 1 hour 9 minutes
    Saving $30K+ on the Perfect Spring Break Japan Trip with Amy Fox

    #276: Learn how Chris and Amy booked four nonstop business class seats and a week at the Park Hyatt Tokyo almost entirely on points. They break down the strategy, key takeaways for traveling with kids, Chris' AI-powered trip planner, and more.


    Link to Full Show Notes: https://chrishutchins.com/50k-points-japan-trip


    Partner Deals

    Upwork: ⁠Free job posting to find, hire, and pay top freelance talent

    Wispr Flow: ⁠Try effortless voice dictation for free

    Fora: Become a Fora Advisor today

    MasterClass: ⁠Learn from the world's best with 15% off

    Aura Frames: $25 off the Carver Mat with code ALLTHEHACKS

    For all the deals, discounts and promo codes from our partners, go to: ⁠chrishutchins.com/deals


    Resources Mentioned

    Flights & Award Booking

    • Japan Airlines

    • Finnair

    • Avios

    • American Airlines

    • Award Tool

    • Seats.aero

    Hotels

    • Park Hyatt Tokyo

    • Hilton Tokyo Bay

    • Disney Ambassador Hotel

    • Airbnb

    Activities

    • teamLab

    • KidZania

    • Tokyo Disneyland

    • Tokyo DisneySea

    Luggage & Transportation

    • Yamato Transport

    • RideSafer Travel Vest

    • Suica Card

    • Takuhaibin Delivery Services

    Technology & Planning

    • Claude

    • Claude Code

    • Codex

    • Google Maps offline

    • Google Translate

    • T-Mobile

    Credit Cards

    • Bank of America® Atmos™ Rewards Summit Visa Infinite® Credit Card

    • Chase Sapphire Reserve®

    • The Platinum Card® from American Express

    Shopping

    • Muji

    • Don Quijote (Donki)

    • Loft

    • Takashimaya

    • ARC5 PALM-Sized 5-Blade Electric Luxury Razor

    • Keana Rice Pack face mask

    Food & Dining

    • 7-Eleven Japan

    • FamilyMart

    • Koffee Mameya

    • Afuri Ramen

    • Rokurinsha

    • Mos Burger

    ATH Podcast

    • AMA: Submit A Question

    • Leave a review: Apple Podcasts | Spotify

    • Email for questions, hacks, deals, and feedback: [email protected]


    Full Show Notes

    (00:00) Introduction

    (01:59) Why Booking Business Class to Japan a Year Out Actually Works

    (16:46) What Our Hyatt Points Are Worth Now — and After the Upcoming Devaluation

    (20:37)  Why We Stayed in Tokyo the Entire Trip (and Why We're Glad We Did)

    (25:43) Why TeamLab Should Be on Every Asia Itinerary

    (26:46) How to Save on Phone Data Abroad and the Rookie Mistake to Avoid

    (27:31) How We Used AI to Build a Real-Time Trip Guide Before We Even Landed

    (35:58) Japan Airlines Business Class Review

    (38:56) Inside the Freshly Renovated Park Hyatt Tokyo

    (45:37) Is the Park Hyatt Tokyo's Location Actually a Problem?

    (51:03) Did the Cherry Blossoms Live Up to the Hype?

    (53:57) Why Japan's Bathrooms, Vending Machines, and Convenience Stores Are a Revelation

    (56:09) Cash, Cards, and Transit: How to Pay Your Way Through Japan

    (57:45) What We Learned About Traveling Tokyo with Kids

    (59:19) Why Food in Japan Is Just Better (Even at 7-Eleven)

    (01:00:51) KidZania Tokyo: The Best Kid Experience You've Never Heard Of

    (01:05:26) Why Japan's Bag-Forwarding Service Is a Game Changer for Families


    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

    29 April 2026, 9:00 am
  • 1 hour 7 minutes
    The Custom Everything Era with Kevin Rose

    #275: Chris and Kevin dig into how they're actually using AI tools in their daily lives right now. They explore real-world AI use cases, the tradeoffs of sharing personal data, the collapse of trust online, and what all of this means for jobs, creativity, and human connection.


    Kevin Rose is the host of Diggnation and a partner at True Ventures, an early-stage venture capital firm that has invested over $4 billion in a portfolio of over 400+ founders. Kevin previously founded Zero and Oak, and was a partner at Google Ventures.


    Link to Full Show Notes: https://chrishutchins.com/using-ai-tools-today-kevin-rose


    Partner Deals

    Aura Frames: $25 off the Carver Mat with code ALLTHEHACKS

    NetSuite: ⁠Free KPI checklist to upgrade your business performance

    Quince: Affordable luxury essentials with free shipping + 365 day returns

    Bilt Rewards: ⁠Earn the most valuable points when you pay rent

    Mercury: Help your business grow with simplified finances

    For all the deals, discounts and promo codes from our partners, go to: ⁠chrishutchins.com/deals


    Resources Mentioned

    Kevin Rose: Diggnation | Newsletter

    AI Tools & Platforms

    • Claude

    • OpenClaw

    • ChatGPT

    • Google Gemini

    • ElevenLabs

    • Vercel

    Japan Travel

    • Craig Mod's Blog

    • Park Hyatt Tokyo

    • KidZania Tokyo

    Articles & Pop Culture

    • Leica and Content Authenticity Initiative

    • All-In Podcast episode with Travis Kalanick

    • The Pitt

    • Joker Greeting

    ATH Podcast

    • Newsletter

    • Gift Card Site

    • Leave a review: Apple Podcasts | Spotify

    • Email for questions, hacks, deals, and feedback: [email protected]


    Full Show Notes

    (00:00) Introduction

    (01:07) Are We Actually Saving Time with AI—or Just Wasting It Faster?

    (10:03) The Real Risks of Sharing Your Data with AI Tools

    (21:18) Why It’s Never Been Easier to Build and Create

    (28:12) Has AI Content Already Gone Too Far?

    (37:37) How AI Is Reshaping Human Interaction

    (40:43) The Growing Need to Verify What’s Real

    (46:33) Investing in a World Being Disrupted by AI

    (51:44) Where Jobs Are Headed in the AI Era

    (55:02) What Happens to Art When Anyone Can Create?

    (56:47) Tips for Planning a Trip to Japan


    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

    22 April 2026, 9:00 am
  • 42 minutes 25 seconds
    The Surprising History of Points and Miles

    #274: Chris walks through the complete history of points and miles and breaks down the $140 billion machine behind them, so you can get more out of every point you earn. He covers the legal accidents that made credit cards wildly profitable, why loyalty programs are worth more than the airlines, the psychology behind why you keep hoarding points, and more. 


    Link to Full Show Notes: https://chrishutchins.com/history-of-points-and-miles


    Partner Deals

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    For all the deals, discounts and promo codes from our partners, go to: ⁠chrishutchins.com/deals


    Resources Mentioned

    Movie:  The Man From The Diners Club

    Book: Mileage Maniac by Steve Belkin

    Video: How Airlines Quietly Became Banks

    Articles

    • Credit-card cash reshapes US airline loyalty — and profit by Reuters

    • Interview with Matty Simmons by The Saturday Evening Post

    • Who Pays For Your Rewards? Redistribution in the Credit Card Market by Agarwal, Presbitero, Silva, and Wix

    ATH Podcast

    • Best Cards Page

    • AMA: Submit A Question

    • Leave a review: Apple Podcasts | Spotify

    • Email for questions, hacks, deals, and feedback: [email protected]


    Full Show Notes

    (00:00) Introduction

    (00:53) The Very Beginning of Points & Miles

    (04:07) How Credit Cards Came to Exist

    (08:24) The Legal Accident that Made Credit Cards Profitable

    (15:50) The History of Rewards

    (19:06) The Story of Air Pass

    (23:20) The First Airline Co-branded Credit Cards

    (25:21) How the Credit Card System Works Between Different Banks

    (29:38) How the Airline Rewards System Works

    (35:32) Airline Rewards Grade Devaluations

    (37:31) Examples of Rare Airline Reward Point Opportunities

    (39:33) The Endowed Progress Effect

    (40:38) The Goal Gradient Effect and Chasing Airline Rewards

    (41:09) The Sunk Cost Fallacy

    (41:47) The Separate Mental Accounts Effect

    (42:46) Quick Summary of the History of Miles & Points


    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

    15 April 2026, 9:00 am
  • 1 hour 52 minutes
    Stop Overthinking and Start Deciding with Derek Sivers

    #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, which he sold for $22M and gave the proceeds to charity. He’s since dedicated his life to creating, learning, and writing books like Hell Yeah or No.


    Link to Full Show Notes: https://chrishutchins.com/derek-sivers-stop-overthinking-make-better-decisions


    Partner Deals

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    Superhuman: ⁠Free month of the fastest and best email with code ALLTHEHACKS

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    Copilot Money: ⁠Free 2 months access to my favorite personal finance app with code HACKS2

    For all the deals, discounts and promo codes from our partners, go to: ⁠chrishutchins.com/deals


    Resources Mentioned

    Derek Sivers: Website | X

    • Book: Hell Yeah or No: what's worth doing

    • Articles: My Heroes | Actions, Not Words, Reveal Our Real Values | Parenting: Who Is It Really For? | Travel Is Best With Young Children | Relax for the Same Result | How To Ask Your Mentors For Help

    Books Mentioned: The Paradox of Choice | Brain Rules for Baby

    New Zealand Recommendation: Staglands Wildlife Reserve

    ATH Podcast

    • AMA: Submit A Question

    • Leave a review: Apple Podcasts | Spotify

    • Email for questions, hacks, deals, and feedback: [email protected]


    Full Show Notes

    (00:00) Introduction

    (02:39) Turning Intentions Into Reality

    (07:34) Reflecting On What You Want And Why

    (13:39) Methods For Decision-Making

    (16:23) Learning To Pause, Reflect, And Push Back Through Journaling

    (31:01) Making Decisions When There Are Too Many Options

    (37:15) Coin Toss: Noticing Your Feelings While The Coin Is In The Air

    (39:52) Paradox Of Choice: Satisfice Not Maximize

    (50:30) Theory Vs. Practice

    (58:53) Decision-Making Based On Personal Goals And Aspirations

    (01:03:14) Actions Reveal Values

    (01:08:30) The Power of Saying No

    (01:18:18) Parenting Perspective

    (01:22:31) Traveling With Children

    (01:31:53) Adjusting Expectations

    (01:41:07) Relax for The Same Result

    (01:49:42) Derek Sivers’ New Zealand Recommendations


    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

    8 April 2026, 9:00 am
  • 54 minutes 29 seconds
    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 process work.


    Link to Full Show Notes: https://chrishutchins.com/booking-travel-with-points-and-miles-2026


    Partner Deals

    Gelt: ⁠Skip the waitlist on personalized tax guidance to maximize your wealth

    Bilt Rewards: ⁠Earn the most valuable points when you pay rent

    DeleteMe: ⁠20% off removing your personal info from the web

    Wispr Flow: ⁠Try effortless voice dictation for free

    Green Chef: ⁠50% off your first month + 20% off for two months with code 50ALLTHEHACKS

    For all the deals, discounts and promo codes from our partners, go to: ⁠chrishutchins.com/deals


    Resources Mentioned

    Award Search Tools

    • AwardTool ($20 off annual plans with code ALLTHEHACKS)

    • point.me (20% off annual plans with code ALLTHEHACKS20)

    • PointsYeah

    • Seats.Aero

    • Points Path Browser Extension

    • FlightConnections

    Credit Cards

    • Best Cards Page

    • CardTool App

    • Marriott Bonvoy Brilliant® American Express® Card

    ATH Podcast

    • Ep 166: Best Award Search Tools for Booking Flights with Points & Miles with Greg the Frequent Miler

    • Ep 227: The Path to Becoming an Expert in Points & Miles with Devon Gimbel

    • Ep 238: 18 Tactics for Booking Travel with Points & Miles

    • Ep 244: How I Saved $10,000+ on Luxury Hotels

    • Ep 258: My Top 5 Mistakes with Points & Miles

    • Membership

    • AMA: Submit A Question

    • Leave a review: Apple Podcasts | Spotify

    • Email for questions, hacks, deals, and feedback: [email protected]


    Full Show Notes

    (00:00) Introduction

    (01:10) Two Ways to Use Points for Travel

    (06:30) Define Your Flexibility Before You Search

    (11:42) Clarify What You Actually Want From A Trip

    (15:00) When to Start Planning (and Why Earlier Is Almost Always Better)

    (18:48) How To Find Award Availability

    (19:55) The Best Award Search Tools & How to Use Them

    (21:17) How Award Tools Work

    (23:30) Using Alerts To Find Better Flights

    (26:15) What To Do When You Can’t Find Availability

    (28:31) How to Book for a Group When Availability Is Tight

    (31:32) Why You Should Book One-Way Flights

    (32:27) How To Use Points For Domestic Flights

    (34:38) The Best Tool For Domestic Award Searches

    (35:05) Why Diversifying Your Points Unlocks More Domestic Options

    (36:36) Should You Ever Use Points to Upgrade Seats?

    (39:00) Are Travel Portals Worth It?

    (39:36) The Case Against Using Travel Portals

    (42:09) The Case For Using Travel Portals

    (45:17) How To Think About Chase Points Boost

    (48:26) When Using Points For Hotels Makes Sense

    (50:50) The Best Ways to Earn Hotel Points

    (53:54) The Award Booking Index Card


    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

    1 April 2026, 9:00 am
  • 56 minutes 41 seconds
    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 is a writer, entrepreneur, and investor. He wrote The 5 Types of Wealth, publishes the newsletter The Curiosity Chronicle to nearly a million readers, and is the Founder of the men's skincare line Wild Roman.


    Link to Full Show Notes: https://chrishutchins.com/sahil-bloom-stop-over-optimizing-life


    Partner Deals

    Quince: Affordable luxury essentials with free shipping + 365 day returns

    Mercury: ⁠Manage, move, and grow your money

    LMNT: ⁠Free sample pack of my favorite electrolyte drink mix

    Fabric: ⁠Affordable term life insurance for you and your family

    MasterClass: ⁠Learn from the world's best with 15% off

    For all the deals, discounts and promo codes from our partners, go to: ⁠chrishutchins.com/deals


    Resources Mentioned

    Sahil: Website | Newsletter | X

    • Wild Roman: 10% off with code CHUTCHINS10

    Books & Articles

    • The 5 Types of Wealth by Sahil Bloom

    • A Reflection On The Little Things

    • The Doorman Fallacy

    • The Real AI Risk Nobody Told You About

    • The 2028 Global Intelligence Crisis

    • Rule for Life: Don't Complain

    AI Tools

    • Deep Personality

    • Lemon

    • Wispr Flow

    Phone Lock Box: Mindsight Timed Lock Box


    Full Show Notes

    (00:00) Introduction

    (00:58) Why Sahil Moved His Entire Family from New York to Boston

    (03:09) Why Big Life Changes Should Happen Fast

    (04:47) The Real ROI of Small Moments

    (06:27) The Doorman Fallacy: What You Lose When You Optimize the Surface

    (10:32) Designing Your Life vs Letting It Happen

    (15:15) The Tradeoffs of Living Near Opportunity

    (22:17) Why Now Is the Best Time in History to Be Curious

    (30:05) How Sahil Actually Uses AI Day-to-Day

    (36:23) Solomon's Paradox: Why We Can't Take Our Own Advice

    (38:45) Using Voice Agents to Think Better

    (40:03) Balancing Work, Family, and Time

    (45:47) Why Motivation Is Overrated and Choice Architecture Wins

    (49:11) Making Workouts Non-Negotiable Without Sacrificing Work

    (52:54) How Often to Audit Your Routines (Before They Start Owning You)

    (53:42) Why Sahil Invested $1M of His Own Money in a Skincare Company


    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.

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    25 March 2026, 9:00 am
  • 1 hour 8 minutes
    Ski Trip Mishaps, AI Interior Design, Reflecting on Life and More

    #270: Chris and Amy discuss lessons from three ski trips with kids, using AI to redesign rooms on a budget, their favorite new gadgets, navigating high-deductible health plans, and more.


    Link to Full Show Notes: https://chrishutchins.com/ski-trips-ai-home-design-health-finances-amy


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    For all deals, discounts, and promo codes from our partners, visit:
    chrishutchins.com/deals


    Resources Mentioned

    • Delta SkyMiles® Reserve American Express Card

    Ski & Travel

    • Epic Pass
    • Woodward
    • Vrbo
    • Kirkwood
    • Etekcity Luggage Scale

    AI Tools

    • Gemini
    • Claude
    • ChatGPT
    • Nano Banana
    • Google Sites
    • Bee
    • Limitless Pendant
    • Wispr Flow
    • Deep Personality

    Home Gadgets

    • Skylight
    • Aura Frames
    • Paprika
    • Ratio Eight Series 2
    • Baratza Forté™ BG

    Health & Wearables

    • Oura Ring
    • WHOOP (← 1 month free)
    • One Medical
    • Blueberry Pediatrics (← $100)

    Money & Finance

    • Mercury
    • Copilot Money (free 2 months access with code HACKS2)

    ATH Podcast

    • Ask Chris Anything!
    • Newsletter
    • #237: ⁠How to Design a Rich Life at Any Income with Ramit Sethi
    • #268: Stop Planning, Start Experimenting: A Science-Backed Approach to a Better Life with Anne-Laure Le Cunff
    • Leave a review: Apple Podcasts | Spotify
    • Email for questions, hacks, deals, and feedback: [email protected]


    Full Show Notes

    (00:00) Introduction

    (00:55) The Lost Clothes Disaster and A Surprisingly Good Outcome

    (14:30) What Ski Trips Are Really Like With Kids

    (15:06) This Ski Season vs. Last Ski Season

    (18:14) Smarter Ways To Book Houses for Ski Travel

    (19:03) How To Save Money on Checked Bags for Ski Trips

    (19:37) A Shoutout to the New Delta Sky Club in Terminal 2

    (20:07) When It’s Better To Drive Instead of Fly

    (21:42) How Amy Has Been Redesigning Rooms in the House

    (23:22) Why AI Is Such a Powerful Tool for Home Design

    (23:54) Amy’s Step-by-Step Process for Redesigning a Room With AI

    (25:02) The AI Tools Amy Used and What Each One Did Best

    (29:51) Using AI To Find Better Furniture Ideas

    (32:38) How Much Money AI Saved vs. Hiring a Designer

    (34:18) New House Gadget: The Skylight Calendar

    (36:25) Why We Love the Ratio Coffee Machine Gen 2 and the Baratza Grinder

    (39:50) Oura Ring vs. WHOOP Band

    (42:53) Bee, Wearable AI, and the Future of Personal Memory

    (50:30) What It Looks Like To Integrate AI Deeply Into Daily Life

    (54:22) What We Learned Switching to a High-Deductible Health Plan

    (01:03:11) Best Practices for Combining Finances as a Couple


    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

    18 March 2026, 9:00 am
  • 55 minutes 58 seconds
    Navigating Transfer Bonuses, Hyatt Devaluation, New Card Offers and More

    #269: Chris breaks down why he transferred >200k points for a transfer bonus and how to know when they're actually worth it. He also covers Hyatt's new award chart changes, the latest elevated welcome offers, and how he's using multiple AI agents to optimize his work and life.


    Link to Full Show Notes: https://chrishutchins.com/transfer-bonuses-hyatt-devaluation-ai


    Partner Deals

    Copilot Money: Free 2 months access to my favorite personal finance app with code HACKS2

    Fabric: Affordable term life insurance for you and your family

    Gusto: Free 3-month trial of the #1 payroll software

    Mercury: Manage, move, and grow your money

    Bilt Rewards: Earn the most valuable points when you pay rent

    For all the deals, discounts and promo codes from our partners, go to: chrishutchins.com/deals


    Resources Mentioned

    AI Models & Assistants

    • ChatGPT
    • OpenClaw
    • Gemini
    • Claude | Claude Cowork

    Oura Ring

    OpenSnow

    Gridfinity

    JAL USA CARD

    Rove Miles

    Transfer Bonuses in March 2026

    • Citi → Wyndham: 25% bonus (ends 3/21)
    • Amex → Avianca LifeMiles: 15% bonus (ends 3/28)
    • Rove Miles → Japan Airlines: 50% bonus (ends 3/31)
    • Capital One → Preferred Hotels: 30% bonus (ends 3/31)

    Massive Hyatt Points Devaluation

    Credit Cards

    • Best Cards Page
    • Robinhood Gold Card
    • U.S. Bank Smartly™ Visa
    • Bilt Palladium Card (Rates and fees here)
    • Delta SkyMiles® Gold Business American Express Card
    • Delta SkyMiles® Platinum Business American Express Card
    • Delta SkyMiles® Reserve Business American Express Card
    • Hilton Honors American Express Card
    • Hilton Honors American Express Surpass® Card
    • The Hilton Honors American Express Business Card
    • Hilton Honors American Express Aspire Card
    • The Platinum Card® from American Express
    • American Express® Business Gold Card
    • The Business Platinum Card® from American Express

    WHOOP (1 month free here)

    Function Health

    ATH Podcast

    • Ask Chris Anything!
    • Newsletter
    • Ep #265: I Built an AI Assistant That Works While I Sleep
    • Ep #264: Deep Dive on Bilt Rewards and New Bilt 2.0 Cards
    • Leave a review: Apple Podcasts | Spotify
    • Email for questions, hacks, deals, and feedback: [email protected]


    Full Show Notes

    (00:00) Introduction

    (00:55) Chris's New AI Agent

    (04:00) How To Leverage Claude Cowork 

    (06:14) How Chris Used AI to Build a New CardTool

    (08:52) The Future of The Internet 

    (17:21) 3D Printing

    (18:39) Taking Advantage of Transfer Bonuses

    (21:56) Bilt Rent Day Transfer Bonuses

    (27:09) Rove Transfer Bonus to JAL & Other Bonuses

    (33:22) Hyatt's Massive Devaluation

    (38:54) How to Get More Points with Potential Devaluations

    (41:15) Welcome Offers on Delta Cards

    (45:12) Welcome Offers on United Cards

    (48:28) Welcome Offers on Hilton Cards

    (51:13) Welcome Offers on Southwest Cards

    (53:30) Cards with Big-Point Offers 

    (54:13) Find the Latest Deals on the ATH Newsletter 

    (54:45) Card-Linked Deals for Whoop and Function Health


    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

    11 March 2026, 9:00 am
  • 57 minutes 47 seconds
    Stop Planning, Start Experimenting: A Science-Backed Approach to a Better Life with Anne-Laure Le Cunff

    #268: Learn why setting big goals might actually be holding you back and what to do instead. Chris and Anne-Laure explore how to replace goal-setting with tiny, low-risk experiments that lead to more growth, more joy, and less burnout.


    Anne-Laure Le Cunff is a neuroscientist, writer, and founder of Ness Labs, a learning community at the intersection of science and self-development. She is the author of Tiny Experiments and publishes a weekly newsletter on mindful productivity, creativity, and growth.


    Link to Full Show Notes: https://chrishutchins.com/tiny-experiments-anne-laure-le-cunff/


    Partner Deals

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    For all the deals, discounts and promo codes from our partners, go to: ⁠chrishutchins.com/deals⁠


    Resources Mentioned

    Anne-Laure: Website | Newsletter | Instagram

    • Tiny Experiments

    • Ness Labs

    ATH Podcast

    • Ep #256: The Easy Way to Build and Maintain Meaningful Relationships with Nick Gray

    • Leave a review: Apple Podcasts | Spotify

    • Email for questions, hacks, deals, and feedback: [email protected]


    Full Show Notes

    (00:00) Introduction

    (01:01) The Problem with Setting Big Goals

    (02:42) When Goal Setting Becomes Counterproductive

    (03:41) Why Tiny Experiments Beat Goals

    (06:07) The Missing Ingredients That Make Experiments Actually Work

    (08:29) How an Experimental Mindset Rewires Your Brain

    (10:11) How Anne-Laure Adopted an Experimental Mindset

    (13:38) What Happened When Anne-Laure Redefined Success

    (16:29) How to Run a Tiny Experiment

    (18:22) Real-World Examples You Can Try Immediately

    (20:10) Why Smaller Is Always Better When Starting Out

    (22:28) How to Experiment Without Burning Out

    (25:05) Tracking Both External Results and Internal Signals

    (30:10) The Simple Weekly Review That Keeps Experiments on Track

    (32:18) Balancing Experimentation With Actually Living Your Life

    (35:45) Applying Experimentation to Financial Security

    (39:33) The Real Reason We Over-Optimize

    (42:15) When Optimizing Is Actually the Right Move

    (46:09) Balancing Excitement With Long-Term Priorities

    (50:12) Measuring Time Differently

    (52:20) Simple Rituals for Getting Present

    (53:25) Why Experimenting Publicly Accelerates Growth

    (57:26) How to Run Your Very First Experiment

    (59:26) Where to Find Anne-Laure and Her Work


    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

    4 March 2026, 10:00 am
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