Life + Work Podcast
287
July 15, 2026
Putting Die With Zero Into Practice with Brad Barrett
#287: Chris and Brad Barrett revisit "Die With Zero" and confront how much harder Bill Perkins' ideas are to live than to agree with. They dig into when frugality flips from superpower to liability, the maximizer's struggle to let go, optimizing for the perfect Tuesday over the once-a-year trip, and giving money to your kids while it still matters. Brad is the co-host of the ChooseFI podcast and co-author of Choose FI: Your Blueprint to Financial Independence. Partner Deals Gelt: Skip ...
285
July 1, 2026
Why Net Fulfillment Beats Net Worth with Bill Perkins
#285: Bill Perkins joins Chris to unpack what dying with zero really means in practice. They discuss why net fulfillment matters at every stage of life, which experiences are worth prioritizing now, how to bank memory dividends, the questions to ask yourself before spending (or saving), and how to solve for maximum fulfillment. Bill Perkins is a hedge fund manager, energy trader, and author of the international bestseller Die With Zero Partner Deals Haven: Skip the waitlist for the best sa...
275
April 22, 2026
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...
273
April 8, 2026
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 ...
271
March 25, 2026
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. Par...
270
March 18, 2026
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. Partner Deals 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 DeleteMe: 20% off removing your personal info from the web Upwork: Free job posti...
268
March 4, 2026
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...
266
Feb. 18, 2026
Why Change Is Hard and How to Make It Your Advantage with Maya Shankar
#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 ...
265
Feb. 11, 2026
I Built an AI Assistant That Works While I Sleep
#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. 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 NetSui...
261
Jan. 14, 2026
Goals, Tools, and Mindset Shifts for a Better 2026 with Kevin Rose
#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. Partner...
260
Jan. 7, 2026
Top 10 Takeaways from 2025
#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. 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...
259
Dec. 31, 2025
Choosing the Problems Worth Struggling For with Mark Manson
#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. Partner Deals Bil...
256
Dec. 3, 2025
The Easy Way to Build and Maintain Meaningful Relationships with Nick Gray
#256: We break down the simplest, most effective ways to build stronger friendships and stay connected as an adult. Plus, learn how to build a personal website, host better events, send a friends newsletter, book a cruise on a budget, and so much more. Nick Gray is an entrepreneur and author who built and sold two successful companies, Flight Display Systems and Museum Hack. His YouTube and short-form videos have reached over 55 million views. Partner Deals Gelt: Skip the waitlist on pe...
255
Nov. 19, 2025
2025 Holiday Gift Guide and Ways to Save This Season
#255: Here are 100+ holiday gift ideas across tech, kitchen, home, clothing, fitness, kids, and games. I’ll also share tools and tactics to help you find deals and spend less this holiday season. For all the products, links, deals and more, check out the full 2025 Gift Guide here: https://chrishutchins.com/gifts Partner Deals DeleteMe: 20% off removing your personal info from the web LMNT: Free sample pack of my favorite electrolyte drink mix Gelt: Skip the waitlist on personalized tax gui...
254
Nov. 12, 2025
The Cost of Always Optimizing with Chris and Amy
#254: Chris and Amy share a candid look at their life together as two optimizers. They discuss everything from family finances and teaching their kids about money to managing their health, work, and travel. Partner Deals NetSuite: Free KPI checklist to upgrade your business performance Storyworth: Share your family stories in a custom book (+ $10 off) DeleteMe: 20% off removing your personal info from the web Daffy: Free $25 to give to the charity of your choice Bilt Rewards: Earn the most...
251
Oct. 22, 2025
How to Focus on What Matters and Let Go of the Rest with Ryan Holiday
#251: Discover why Stoicism matters more than ever and how to make it part of your daily life. We share practical ways to focus on what you can control, build resilience, and cultivate the four Stoic virtues: courage, self-discipline, justice, and wisdom. Ryan Holiday is a bestselling modern philosopher and author of The Daily Stoic, The Obstacle Is the Way, Ego Is the Enemy, and Stillness Is the Key. His books on Stoic virtues have sold over 10 million copies in 40+ languages. He’s also the ...
250
Oct. 15, 2025
Open Enrollment, Diversifying Investments, Buying Gold and More Listener Q&A
#250: Chris dives into listener questions, covering open enrollment, investing, buying gold, life and auto insurance, RSUs, practical ways to leverage AI tools and more. Partner Deals Fabric: Affordable term life insurance for you and your family Superhuman: Free month of the fastest and best email with code ALLTHEHACKS Gusto: Free 3-month trial of the #1 payroll software DeleteMe: 20% off removing your personal info from the web Mercury: Help your business grow with simplified finances Fo...
248
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 behind his new card game and the surprising value of play. Tim Ferriss is an entrepreneur, bestselling author, and host of The Tim Ferriss Show, one of the world’s most popular podcasts with over a billion downloads. He loves experimenting with productivity, health, storytel...
239
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 pitfalls, and make it work if you’re self-employed. Plus, we share tips for handling health insurance and other logistics during your mini-retirement. Jillian Johnsrud is the author and host of Retire Often. She’s taken more than a dozen mini-retirements and coaches people to...
231
June 11, 2025
Top 50 Ways to Upgrade Your Life, Money, and Travel from 200+ Episodes
#231: Chris shares his top 50 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! Partner Deals Copilot: Free 2 months access to my favorite personal finance app with code HACKS2 NetSuite: Free KPI checklist to upgrade your business performance Facet: Personalized Financial Planning + $250 enrollment fee waived DeleteMe: 20% off removing your personal info from the web ...
229
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 challenging common misconceptions about reflux, probiotics, and more. Dr. Robynne Chutkan is a board-certified integrative gastroenterologist, bestselling author, and founder of the Digestive Center for Wellness. She’s the founder of Gutbliss and host of the Gutbliss Podcas...
225
April 30, 2025
Optimize Your Oral Health for a Longer Life with Dr. Mark Burhenne
#225: Learn how to optimize your oral health to prevent disease and improve your overall health. We cover the ideal oral care routine, negative impacts of mouth breathing, the truth about fluoride, the role of nutrition and diet, how to choose the right dentist, dental coverage options, and so much more. Dr. Mark Burhenne is a functional dentist, author, and the founder of Ask the Dentist, a go-to resource for evidence-based oral health education. He is also the co-founder of Fygg, a toothpas...
223
April 16, 2025
Become a 10x Better, More Effective Writer with Neville Medhora
#223: Actionable tips to become a better writer—whether it’s for work, business, or everyday life. We cover the biggest copywriting mistakes, essential skills for effective writing, the only copywriting formula you need to know, plus the tools and exercises (including AI) to sharpen your writing. Neville Medhora is the founder of Copywriting Course and SwipeFile.com. He’s worked with top companies to help them craft high-converting copy to grow their sales exponentially. Partner Deals N...
216
Feb. 26, 2025
Purpose, Friendship, and Human Skills with Simon Sinek
#216: Unlock the power of purpose and friendship with Simon Sinek. Learn how to find your ‘why,’ strengthen your friendships, and master the human skills that truly matter. Simon Sinek is a globally recognized author, speaker, and thought leader on leadership, purpose, and human connection. His work, including his book Start with Why, has inspired millions to discover their purpose and foster meaningful connections in their lives. Partner Deals LMNT: Free sample pack of my favorite elec...
215
Feb. 19, 2025
Medical Travel: Better Care and Lower Costs for Surgery, IVF, Dental, Advanced Screenings and More with Josef Woodman
#215: Learn to save thousands on medical care abroad. We cover common misconceptions, vetting doctors and hospitals, key mistakes to avoid, and the best destinations for top procedures. Josef Woodman is the CEO of Patients Beyond Borders and has spent the past 16 years researching and vetting international options for quality, affordable medical care. Partner Deals NetSuite: Free KPI checklist to upgrade your business performance Trust & Will: Get 15% off personalized, legally binding esta...