I talk to interesting people for a living. You get their cheat codes. Join me as I go deep on what they do, how they do it, and the messy realities of success.
Designing Your Digital Mind: Charlie Grinnell's AI Journaling System
About the episodeIn this episode, Andrew chats with Charlie Grinnell, the productivity-obsessed Co-CEO of RightMetric. Together, they get into his foolproof system for getting things done and how AI has revolutionized his workflow.Tune in to learn how to boost your productivity and achieve more with less.We go over1. AI and Journaling: Charlie uses Reflect to transcribe his thoughts while he’s on his morning walk. It’s helped him reduce the friction of journaling.2. Deep Work: “ I go for a walk and I do some journaling, which we'll talk about in a little bit here. I come back home. I do some deep work until I get to lunchtime.”3. Keeping Track of Meetings, Book Quotes, & Interesting Podcasts: The Readwise app helps Charlie keep track of everything he reads and listens to. 4. Interesting AI Use Cases: Chatting with notes, journal prompts, and speech to textAnd so much more. Resources Mentioned- Readwise - Superwhisper- EightSleep- Lomi: Smart Waste Kitchen Composter- Text - Things- Reclaim AI- Basecamp- Fathom- ClayChapters00:00 Intro00:33 Getting to Know Charlie3:17 Charlie’s Typical Day5:15 Charlie’s Journaling Routine11:56 Charlie’s Library of Journaling Questions13:48 Facilitating Deep Work15:39 Dealing With Low Priority Tasks20:09 Avoiding Distraction While in Deep Work21:19 Time spent in Deep Work21:47 Charlie’s Favorite Type of Deep Work23:19 Meeting Recordings, Transcripts, & CRMs26:48 Charlie’s System for Reading31:35 Keeping Track of Interesting Podcast Tidbits34:22 Dealing With AI’s Recency Bias35:57 How Charlie Keeps Consistent With His System38:11 What Drives Charlie to Create Systems42:18 Broken Parts of Charlie’s System44:00 What Charlie’s Looking Forward to With AI45:55 Other Interesting Ways Charlie Uses AI49:30 Products Charlie Really Loves🔗 Find Charlie On:LinkedIn: @charliegrinnell Twitter/X: @CharlieGrinnell Instagram: @charliegrinnell🔗 Find Andrew on:Twitter/X: @awilkinsonLinkedIn: @awilkinsonWebsite: https://www.neverenough.com/Sign up for Andrew's newsletter
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1:00:32
Derek Sivers on Giving Away His $22 Million Dollar Fortune and Burning the Ships
About the episodeIn this episode, Andrew sits down with Derek Sivers, a writer, programmer, and entrepreneur turned explorer, who challenges everything you thought you knew about success and fulfillment.From giving away millions to embracing the unexpected, Derek's approach may be the antidote to our never-enough culture.Join us as we explore:Why he gave away his $22 million dollar fortune. Why he's an explorer not a leader.How he has "burned the ships" over and over again. His annual ritual for reversing prejudices. And so much more. Chapters00:00 - Intro00:19 - Useful Not True03:35 - How Derek Comes Up With Book Topics07:35 - Spending the Past 15 Years Exploring12:06 - Optimizing for Personal Growth14:52 - Burning Ships20:27 - Negative Impacts of Wealth22:14 - The Burden of Philanthropy26:17 - A Day in Derek’s Life28:53 - Is Derek Introverted?30:12 - Derek’s Hard No’s35:35 - Derek’s Nomadic Blood38:01 - Derek’s Fame42:38 - Derek’s Thoughts on AI57:12 - Overcoming Prejudices59:25 - Doing What Scares You1:01:54 - Learning to Appreciate China1:06:48 - Closing🔗 Find Derek on:Website: https://sive.rs/His Now Page: https://sive.rs/nowHis Latest Book: https://sive.rs/u🔗 Find Andrew on:Twitter/X: @awilkinsonLinkedIn: @awilkinsonWebsite: https://www.neverenough.com/Sign up for Andrew's newsletter
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1:10:39
Codie Sanchez on Buying Boring Businesses and The Secret to Wealth
About the EpisodeCan the path to financial freedom be paved with boring businesses? In this episode, Andrew sits down with Codie Sanchez, a founder, entrepreneur, and investor who's redefining success in the business world.Codie is the founder and CEO of Contrarian Thinking, a digital education company with over 7 million followers, and Main Street Hold Co, a small business holding company. She's also the driving force behind Contrarian Thinking Capital, a firm investing in companies that support small business growth.In this conversation, Codie shares her journey from working in private equity to becoming a champion for Main Street entrepreneurship. She discusses the power of "boring" businesses, the importance of deal clarity, and why she believes ownership is under attack in the U.S. Codie also offers insights from her upcoming book, "Main Street Millionaire," which promises to be an MBA-level guide to mergers and acquisitions for everyday entrepreneurs.Join us as we exploreCodie’s journey from working in Vanguard to owning multiple businesses of her ownThe appeal of boring businessesStrategies to help you know whether the businesses you want to buy or start are actually any goodAI and technology’s impact on businesses and the job marketCodie’s perspective on fame, navigating challenges, and her aspirationsPeople and products that she’s been loving latelyMaybe you’re itching to start your own venture. Or perhaps you’re an investor looking to expand your portfolio. Codie’s insights will surely steer you towards success. Tune in for a powerful conversation that unpacks the secrets of what it takes to win in business.People MentionedBalajiJonah GoldbergAyman Al-AbdullahResources MentionedMain Street Millionaire by Codie SanchezThe Triumph of William McKinley by Karl RoveThe Vietnam War by Ken Burns & Lynn NovickBach flower remedyLogitech Casa Pop-Up DeskChapters00:00 - Intro00:42 - Catching Up With Codie5:01 - Codie’s Entrepreneurial Journey8:51 - Why Boring Businesses Are Great13:23 - What Businesses Do You Buy?16:07 - How to Tell If Your Businesses Ideas Are Good18:37 - Weird But Profitable Businesses21:24 - Businesses AI Will Disrupt23:33 - Integrating Tech In Businesses25:15 - White Collar Workers Shifting to Blue Collar Jobs30:57 - Fame’s Impact on Codie’s Life36:00 - Codie’s Goals For the Future37:51 - Dealing Tough Days41:53 - Codie’s Book43:48 - Codie’s Product Recommendations47:38 - People Codie Finds Interesting🔗 Find Codie on:Twitter/X: @Codie_SanchezInstagram: @codiesanchezTiktok: @realcodiesanchezYoutube: @CodieSanchezCTWebsite: https://www.codiesanchez.com/🔗 Find Andrew on:Twitter/X: @awilkinsonLinkedIn: @awilkinsonWebsite: https://www.neverenough.com/Sign up for Andrew's newsletter
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49:15
How to Become a Friend Billionaire with Nick Gray
Museum Hack Founder and Author of The 2-Hour Cocktail Party, Nick Gray joins the podcast for an exciting conversation on the power of hosting and the ways in which it changed his life. From giving a tour to the Saudi Arabian royal family to hanging out with a billionaire in Asia, he openly delves into all his fascinating adventures while sharing practical tips on hosting and making friends.Join us as we exploreNick’s journey from trying to start a software company in India, moving to NYC and building Museum Hack, to where he is nowThe art of active hosting and how to use it to meet interesting, new peopleDealing with rejected invitations and importance of providing value to the people you meetHis passion for adventure, along with tips for aspiring travelersThe little things that Nick splurges on and uses everydayIf you’re someone who’s interested in learning about the best way to host a party or simply love a good adventure, Nick’s stories are sure to give you all the fun and insight you need!Resources MentionedThe 2-Hour Cocktail Party by Nick GrayStoryworthy by Matthew DicksBuckwheat pillowWeighted blanketTrelloUpworkChapters00:00 - Preview00:50 - Mateina Yerba Mate2:56 - How Andrew First Met Nick5:08 - Nick’s Newsletter6:01 - Starting a Software Company in India to Living in NYC9:30 - Museum Hack11:33 - Benefits of Having A Newsletter14:25 - The 2-Hour Cocktail Party & Active Hosting19:25 - The N.I.C.K. Method23:03 - Prioritizing Adventure Over Money24:34 - Growing Social Circles Through Hosting28:33 - Nick’s Friendship Funnel37:55 - Tips for Hosting41:00 - Rejection With Invites43:23 - Nick’s Favorite Hosts44:28 - Adding Value to People You Meet54:34 - Balancing Adventure With Routine59:11 - Finding Interesting Experiences1:03:01 - Nick’s Views on Travel1:05:22 - Nick’s Blind Date in Tokyo1:09:10 - Nick’s Investments1:11:02 - How Nick Enjoys His Money1:18:15 - Nick’s Daily Routine1:22:43 - Nick’s Productivity System🔗 Connect with Andrew:Twitter/X: @awilkinsonLinkedIn: @awilkinsonWebsite: https://www.neverenough.com/Sign up for Andrew's newsletter🔗 Connect with Nick:Twitter: @NickGrayNewsInstagram: @nickgraynewsLinkedIn: @nickgraynewsYoutube: @nickgrayWebsite: nickgray.net
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1:27:59
From Party Boy to Millionaire Bestselling Author: Mark Manson on the Business of Books
Most known for his book The Subtle Art Of Not Giving A F*ck, Mark Manson is a three-time #1 NY Times bestselling author and entrepreneur. In this episode, he tackles questions, less about his books, and more about the business of being a writer. Can authors really make a living? Is the pursuit of fame and fortune really as glamorous as it seems? Mark also reveals what it’s like working in Hollywood, explaining why he believes the creator economy offers a brighter future.Join us as we explore Mark's story and learn about:The business of the publishing industryLiterature’s place in current societyHollywood’s inefficiency and the future of the creator economyThe impact that fame and wealth has on people and relationshipsMark’s current struggles as well as what he’s looking forward to in the futureCraving honesty over hype? Mark gives you the unvarnished truth. Don’t miss this candid discussion about his journey from broke blogger to bestselling author, the challenges of working with Hollywood, and the surprising lessons learned from achieving everything he ever wished for.Resources MentionedThe Subtle Art of Not Giving A F*ck by Mark MansonOld Man in The Sea by Ernest HemingwayThe Year of Magical Thinking by Joan DidionHemingway by Ken Burns & Lynn NovickWar and Peace by Leo TolstoyAll The Light You Cannot See by Anthony DoerrGarmin watchChapters00:00 Intro0:34 Can You Make Money As A Writer?2:23 Should You Become An Author?3:25 Is Mark More of An Author or an Entrepreneur?4:40 Mark’s Journey to Wealth7:04 Wealth’s Impact on Life and Relationships12:10 Achieving Your Dreams Isn’t As Great As It Seems15:17 Is Mark Done With Money?16:42 Mark’s New Aspirations18:31 Fame’s Impact on Mark’s Life18:54 Mark’s Team20:10 Mark on Managing His Team21:23 Are Books Still Relevant Today?23:12 Protecting Mental Health While Working in Social Media24:16 The Advantages of Social Media26:03 Mark’s Experience Making A Film30:13 The Creator Economy is the Future30:51 What Mark’s Does With His Money31:46 Changing Social Circles & Finance Bros36:55 Writers & Books Mark Loves39:57 Mark’s Current Source of Stress41:23 Mark’s Favorite Products42:56 Mark’s Role Models43:38 What Mark’s Excited About🔗 Connect with Mark:Twitter: @IAmMarkManson Instagram: @markmansonLinkedIn: @markmanson Tiktok: @IAmMarkManson Youtube: @IAmMarkManson Website: https://markmanson.net🔗 Connect with Andrew:Twitter/X: @awilkinsonLinkedIn: @awilkinsonWebsite: https://www.neverenough.com/Sign up for Andrew's newsletter
I talk to interesting people for a living. You get their cheat codes. Join me as I go deep on what they do, how they do it, and the messy realities of success.
South Africa