#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/

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

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.

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#267: Chris reviews his credit card lineup for 2026, sharing which cards he's keeping and canceling and why. He also covers how to evaluate annual fees, the best cards across major spending categories, and the apps he uses to stay on top of it all.

Link to Full Show Notes: https://chrishutchins.com/whats-in-my-wallet-2026/

Link to Cards Mentioned: https://chrishutchins.com/blog/whats-in-my-wallet-for-2026/

Partner Deals

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

Wispr Flow: Try effortless voice dictation for free

Mercury: Manage, move, and grow your money

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LMNT: Free sample pack of my favorite electrolyte drink mix

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

Resources Mentioned

CardTool App (Free access here)

⁠Credit Card Holder Wallet⁠

1Password

Blog Posts

Credit Card Trackers

ATH Podcast

Full Show Notes

(00:00) Introduction

(02:42) 3 Key Reasons to Get A Credit Card

(05:23) Chris' Credit Card Goals for 2026

(08:31) Evaluating The Net Annual Fee of A Card

(12:56) The Amex Card Stack

(23:19) Co-Branded Marriott Cards

(25:32) Co-Branded Hilton Cards

(27:00) Co-Branded Delta Cards

(28:12) The Amex Blue Card

(30:34) A Popular Bank's Cards

(33:10) World of Hyatt Business Card

(33:30) Co-Branded Southwest & United Cards

(40:41) More Cards From The Popular Bank

(42:11) Capital One Venture Cards

(45:17) Bank of America Card Stack

(51:09) Alaska Atmos Cards

(53:24) US Bank Cards

(55:22) Citi Bank Cards

(56:56) Wells Fargo Autograph Card

(57:43) The Bilt Palladium Card

(59:25) Assessing The Major Spending Categories

(01:06:32) Cards for Amazon & Costco

(01:07:13) The Best "Everything Else" Card

(01:08:47) Chris's Takeaway on Credit Card Spending Categories

(01:09:26) The Best Card Combos

(01:13:00) Credit Card Trackers

Connect with Chris

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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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#266: Chris and Maya break down the science-backed tools that make change easier and more intentional. They explore why most people misunderstand change, how to anchor your identity to your deeper “why,” and practical tools to break out of rumination and navigate uncertainty.

Maya Shankar is the bestselling author of The Other Side of Change, and hosts the podcast A Slight Change of Plans. She previously served as a Senior Advisor in the Obama White House, where she founded and led the White House Behavioral Science Team.

Link to Full Show Notes: https://chrishutchins.com/navigating-change-maya-shankar

Partner Deals

Thrive Market: 30% off your first order of organic groceries + a free $60 gift

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

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

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

Fabric: Affordable term life insurance for you and your family

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

Resources Mentioned

Maya: Website | Instagram

Quit: The Power of Knowing When to Walk Away by Annie Duke

Deep Personality Assessment

ATH Podcast

Full Show Notes

(00:00) Introduction

(00:38) What People Get Wrong About Change

(05:14) The Antidote That Makes Change Easier

(12:11) Past Change vs. Intentional Change

(16:02) Maximisers vs. Satisficers

(19:10) Anchor Your Identity to Your Why

(23:15) How to Discover Your Why

(25:03) Navigating Change With a Very Different Partner

(29:17) Breaking the Rumination Cycle

(29:58) Mental Time Travel

(31:55) Affect Labeling

(32:39) Tools for Better Self-Understanding

(36:01) AI as a Conversational Partner

(39:43) Tactics For Thinking Through Big Changes

(42:01) Moral Elevation

(43:36) Why Reading Fiction Matters

(44:29) Repurposing Your Experience

(45:34) The First Step When Everything Changes

(47:31) Where to Find More From Maya

Connect with Chris

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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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#265: Chris explores how modern AI tools have eliminated the barriers to building software, why planning matters more than coding skill, how anyone can turn a simple problem into a working app faster and cheaper than ever before, and how he built a personal AI assistant that's already started to run his life behind the scenes.

Link to Full Show Notes: https://chrishutchins.com/how-to-build-with-ai-tools

Partner Deals

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

Mercury: Help your business grow with simplified finances

NetSuite: Free KPI checklist to upgrade your business performance

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

Trust & Will: Get 20% off personalized, legally binding estate plans

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

Resources Mentioned

AI Models & Assistants

AI Coding & Building Tools

Productivity & Automation Tools

Developer Infrastructure

FinTech: Plaid

How to Run OpenClaw as your Virtual EA

Blogs

Deep Personality

Credit Cards

ATH Podcast

Full Show Notes

(00:00) Introduction

(01:41) Why This Is the Best Time Ever to Build Software

(04:14) How to Build Almost Anything with AI

(13:53) Why Context Is the Real Superpower

(15:58) Using Planning Mode Instead of Guessing

(16:41) Which AI Tool Should You Start With?

(17:53) Building a Real Credit Card Optimizer from Scratch

(28:48) What It Actually Costs to Build with AI

(32:38) The Real AI Learning Curve

(33:38) Moving from Cursor to Claude Code

(36:17) Why You Should Try Building Something (Even If You're Not a Coder)

(37:00) How OpenClaw Changes the Game

(38:57) Why Security Still Matters

(42:25) A Conversation with Ted, Chris' AI Assistant

(44:07) Letting AI Work While You Sleep

(49:41) Learning to Be Clear, Specific, and Intentional

(50:03) Start with a Real Problem

(50:39) Breaking Projects into Small, Winnable Pieces

(50:58) What Would You Build If Building Were Easy?

(51:59) Keeping Track of Cost and Budget

Connect with Chris

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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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#264: Learn how the Bilt ecosystem works, from earning Bilt Rewards to the new cards, transfer partners, perks, and where the real value is. Whether you’re new or already earning, this is a practical guide to using Bilt strategically and avoiding common mistakes.

Link to Full Show Notes: https://chrishutchins.com/bilt-ecosystem-explained

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

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Wispr Flow: Try effortless voice dictation for free

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

Resources Mentioned

Bilt 2.0

Mastercard World Elite Benefits Guide

Award Search Tools

Gopuff

BevMo!

Rakuten ($50 bonus here)

Robinhood Gold Card

Frequent Miler Article: Bilt Housing Payments

ATH Podcast

Full Show Notes

(00:00) Introduction

(02:28) What Makes Bilt Rewards Different

(07:03) How to Earn Bilt Points Without a Credit Card

(13:52) Referral Bonuses and Earning Limits

(14:17) How Rent and Mortgage Payments Work

(16:06) Earning Through the Bilt Neighborhood Network

(17:16) Earning Without a Card: The Real Tradeoffs

(17:46) How Bilt Point Redemptions Actually Work

(21:39) Transfer Partners and When Bonuses Matter

(24:18) How Bilt Status and Elite Tiers Work

(25:32) What Each Bilt Status Level Unlocks

(31:49) A Major Caveat With the New Bilt Cards

(34:36) Breaking Down the Current Bilt Card Lineup

(35:33) Bilt Blue Card

(37:34) Bilt Obsidian Card

(41:19) Bilt Palladium Card

(48:59) Housing Payments and What Changed

(50:16) Earning Based on Billing-Cycle Spend

(55:18) The Original Fee-Free Model

(59:26) Cash-Out and Statement Credit Options

(01:08:44) Simplifying the New Bilt Choices

(01:14:21) The Bilt Silver Lining

Connect with Chris

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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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#263: Chris breaks down exactly how he’s earned millions of points and miles, and why simplicity matters more than optimization. He covers signup bonuses, spending strategies, credit score impacts, business cards, cash-back alternatives, and how to decide when a card (or perk) is actually worth it.

Link to Full Show Notes: https://chrishutchins.com/points-and-miles-simplified-credit-cards

Partner Deals

Fabric: Affordable term life insurance for you and your family

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

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

Notion: Try Notion Agent free to automate tedious tasks and streamline your work

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

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

Resources Mentioned

Credit Cards: Best Cards Page

Rakuten: Free $50 here

Business Payment Platforms: Plastiq | Melio

IRS Authorized Payment Providers

Reddit: Credit Card Spend Needed to Achieve Each Airline Status Tier

ATH Podcast

Full Show Notes

(00:00) Introduction
(01:26) How Chris Has Earned 15+ Million Points
(03:46) Why Signup Bonuses Still Matter More than Everything Else
(05:04) The Role Everyday Spending Actually Plays
(08:42) When Transfer Bonuses Are Worth It
(12:24) How Chris Leverages Referral Bonuses
(13:24) What Having "Too Many" Credit Cards Really Does to Your Credit Score
(16:13) How Many Signup Bonuses per Year Is Reasonable?
(16:44) Why Spend Requirements Are the Real Bottleneck
(18:23) Approval Odds and Timing Applications
(22:04) Getting Approved for Business Cards (Without A Business)
(27:23) Maximizing Rewards without Overcomplicating It
(30:18) When Cash Back Is the Better Option
(32:48) Best Cards for Big, One-Time Expenses like Weddings
(37:24) Making Sense of Card Rules and Restrictions
(38:13) Annual Fees: How to Decide if They're Worth Paying
(41:12) Paying Taxes with a Credit Card
(46:28) How to Think about Points if You Mostly Care about Hotels
(49:10) Is CLEAR Worth It?
(51:48) How DoorDash Credits Work
(53:25) Is There a Shortcut to Airline Loyalty Status?
(57:04) The Best Credit Card for Costco Spending
(59:19) Are the New Bilt Cards Actually Bad?

Connect with Chris

Newsletter | Membership | X | Instagram | LinkedIn

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#262: Learn how to navigate major changes in points and miles while maximizing travel rewards in 2026. Chris and Brian M cover Bilt 2.0, the Mesa card shutdown, how to evaluate annual fees, find award availability, and what’s likely (and unlikely) to change this year.

Link to Full Show Notes: https://chrishutchins.com/latest-on-points-miles-january-2026

Partner Deals

Trust & Will: Get 20% off personalized, legally binding estate plans

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

Thrive Market: 30% off your first order of organic groceries + a free $60 gift

NetSuite: Free KPI checklist to upgrade your business performance

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

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

Resources Mentioned

Bilt World Elite Mastercard® (Rates and fees here)

Bilt 2.0

Rove Miles

Silo Markets

Rakuten ($50 bonus here)

Kalshi Prediction Market

Alila Ventana Big Sur

The Big A## Calendar

Award Search Tools

ATH Podcast

Full Show Notes

(00:00) Introduction

(01:27) Reactions to Bilt’s New Card Lineup

(04:08) Breakdown of the 3 New Bilt Cards

(05:14) Should You Convert, Apply Fresh, Or Keep the Wells Fargo Card?

(08:16) Questions Around Bilt Cash

(09:50) The Bilt Card Chris Is Leaning Towards

(15:03) Why Bilt's New Earnings Might Be Better Than It Looks

(20:03) Mesa's Overnight Shutdown

(24:25) Silo Markets Brokerage Bonus

(29:54) What’s Coming Up in 2026 For Points, Loyalty, And Cards

(32:25) Thoughts on the Southwest Companion Pass

(35:26) Implications of the Proposed 10% Interest Rate Cap on Credit Cards

(38:19) Will Points Tools Get Better in 2026?

(40:02) Why 2026 Might Be Quiet on Major Credit Card Changes

(43:18)  How Brian Decides Whether an Annual Fee Card is Worth Keeping

(46:50) Chris’ Order of Operations For Analyzing Cards

(51:42) Ways to Plan A Trip Using Points

(57:49) How Brian Leverages Flexibility for Travel

(01:00:04) Strategies for Booking Flights

(01:03:23) The Best Award Flight Search Tools

(01:04:58) Booking Hotels With Points

(01:09:38) Timeshares: When They Make Sense (and When They Don’t)

(01:11:51) Using Alerts to Monitor Award Availability

(01:13:12) Changing the Connecting City After Booking a Flight

(01:15:14) Business Cards for Personal Spend (and Vice Versa)

(01:17:09) What to Do When You Stop Getting Approved for Cards

Connect with Chris

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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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#261: Chris and Kevin reflect on 2025’s biggest wins and lessons, then dive into how they're planning 2026. They share their goals, the tools they're using, and why they're designing a year that’s easier, not just more optimized.

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/reflecting-and-planning-2026

Partner Deals

Wispr Flow: Try effortless voice dictation for free

LMNT: Free sample pack of my favorite electrolyte drink mix

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

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

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

Resources Mentioned

Kevin Rose: Diggnation | Newsletter

Books

Fizzy

Jesse Itzler: Plan An Incredible 2026 In 12 Minutes

Podcasts

Duolingo

Games Magazine Subscription

Bram Cohen Puzzles

The Big A## Calendar

ATH Podcast

Full Show Notes

(00:00) Introduction

(00:45) Kevin's 2025 Goals & How They Came to Fruition

(04:34) Chris's Challenging End to 2025

(06:53) How Chris is Approaching Optimization in 2026

(09:33) Stepping Up Your Ability to Spend Money

(15:55) What Chris and Kevin Changed Their Minds About in 2025

(20:11) The Many Different Uses of AI

(29:16) Chris's Energy Generators and Drainers

(33:40) Kevin's Energy Generators and Drainers

(36:56) Decluttering for A Peace of Mind

(41:09) How To Identify The Boat Anchors in Your Life

(49:18) Chris's Hits and Misses in 2025

(52:10) Kevin's Hits and Misses for 2025

(54:19) How Kevin Plans His Year Ahead

(57:53) Outsourcing to Make Things Easier

(01:05:12) Focus on Making Lasting Memories

(01:06:34) Ways to Pick Up New Skills

(01:09:36) The Life Blender Concept

Connect with Chris

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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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#260: Chris distills the most powerful lessons from over 50 episodes in 2025 into 10 actionable takeaways that changed how he thinks about money, time, health, relationships, purpose, and more.

Link to Full Show Notes: https://chrishutchins.com/top-takeaways-2025-optimize-money-travel-life

Partner Deals

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

Notion: Try Notion Agent free to automate tedious tasks and streamline your work

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

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

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

The 5 Types of Wealth: A Transformative Guide to Design Your Dream Life

The Wealth Ladder: Proven Strategies for Every Step of Your Financial Life

Die With Zero: Getting All You Can from Your Money and Your Life

ATH Podcast

Full Show Notes

(00:00) Introduction

(01:24) #1: True Wealth Is Multidimensional

(03:13) #2: Focus on What Moves the Needle

(10:24) #3: Build a Portfolio That Can Weather Any Storm

(13:40) #4: Scale Horizontally, Not Vertically

(17:04) #5: Stop Waiting for the Perfect Time

(22:38) #6: Scale Yourself With Technology

(25:36) #7: You Need to Be the CEO of Your Own Health

(29:54) #8: Prioritize Friendship Like You Prioritize Your Health

(33:25) #9: Your Purpose Is Already Here, You’re Just Too Close to See It

(36:13) #10: The Ultimate Optimization Is Knowing When to Stop

(38:44) Bonus: Optimize for What Matters

Connect with Chris

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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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#259: Learn how to pick the challenges in life that actually matter. We break down how to stop optimizing for the wrong things, why values trump goals in decision-making, practical strategies for building real friendships, and more.

Mark Manson is the bestselling author of The Subtle Art of Not Giving a F*ck (20M+ copies sold). He hosts the Solved podcast, writes the newsletter Your Next Breakthrough, and co-founded Purpose, an AI tool for exploring purpose and values.

Link to Full Show Notes: https://chrishutchins.com/mark-manson-purpose-and-meaning

Partner Deals

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

Thrive Market: 30% off your first order of organic groceries + a free $60 gift

Fabric: Affordable term life insurance for you and your family

Copilot Money: Get 26% off my favorite personal finance app

Vuori: 20% off the most comfortable performance apparel I've ever worn

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

Resources Mentioned

Mark: Website | Newsletter | X

Solved Podcast

Purpose App

Full Show Notes

(00:00) Introduction

(00:47) What Most People Get Wrong About Living a Good Life

(01:13) Why Struggle Is Inevitable and Necessary

(02:18) Why Purpose Is Revealed, Not Found

(04:34) Choosing the Right Metric To Optimize Your Life

(06:26) The Three Ingredients of Meaningful Purpose

(08:32) Why Purpose Doesn’t Require Changing the World

(12:33) Radical Honesty as the Starting Point for Meaning

(14:32) What Happens After You Achieve Everything You Wanted

(17:48) Why Other People Can See Your Purpose Before You Do

(21:06) Why Honest Conversations Are So Hard (and So Necessary)

(28:41) Why Adult Friendship Is Uniquely Difficult

(32:29) How Work, Kids, and Technology Changed Friendship

(33:27) Why “Shared Stakes” Matter More Than Shared Spaces in Adult Friendships

(37:02) When Life Feels Hard and Why That’s Normal

(42:21) Making Better Decisions by Clarifying Your Values

(43:57) How To Check In on Your Life Without Obsessing Over Goals

(46:57) When Quitting a Goal Is the Right Decision

(50:48) Why We Rarely Talk About Meaning With Friends

(53:30) Building an AI To Ask Better Life Questions

(55:04) How AI and Therapy Can Work Together

(57:52) Is It Okay If Your Job Is Not Your Purpose?

(01:00:07) The First Step Toward a More Meaningful Life

(01:01:06) How To Define Value Beyond Status

(01:02:08) Where To Find More From Mark

Connect with Chris

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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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