Today Greg is joined by Andy Ellwood, a startup operator, sales genius, and all-around curious human. In this episode, Greg and Andy talk about how curiosity increases your surface area for luck, why journaling is an underrated life skill, and why you should be growing your business, not your burn rate. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free...
Jul 27, 2023•45 min•Ep 85•Transcript available on Metacast Today Greg is joined by Jesse Pujji, the founder of Gateway X, a venture studio and holding company that builds and launches companies from scratch. In this episode, Greg asks Jesse how unfair advantages are gained and leveraged. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twi...
Jul 20, 2023•48 min•Ep 84•Transcript available on Metacast Today Greg is joined by Emma Lawler, the founder of Velvet, an infrastructure provider for cross-platform app authentication and monetization. In this episode, Greg and Emma talk about what trends are worth attention in an post-web3 world and why the Pick-and-Shovel Play could be the most exciting opportunity right now. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And ...
Jun 29, 2023•40 min•Ep 83•Transcript available on Metacast Today Greg is joined by Case Kenny, the host of New Mindset, Who Dis? and author of "That's Bold of You". In this episode, Greg asks Case how he was able to build a one-man content creator flywheel that involves a newsletter, SMS community, podcast, books and merch. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FI...
Jun 22, 2023•45 min•Ep 82•Transcript available on Metacast Today Greg is joined by Peter Shallard, The Shrink for Entrepreneurs. In this episode, they'll talk about conscious blind spots and cognitive biases particular to bootstrapped and venture-backed founders. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenberg Ins...
Jun 15, 2023•37 min•Ep 81•Transcript available on Metacast Today Greg is joined by Antonio Neves, the creator of the Man Morning Newsletter and community. In this episode, you'll hear how to build an IRL mastermind from nothing and the grittiness it takes to get into the most selective tribes in startupland. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL:...
Jun 01, 2023•51 min•Ep 80•Transcript available on Metacast Today Greg is joined by Harry Campbell, the founder of The Rideshare Guy. In this episode, Greg finds out how Harry turned a blog into a media company that was built to sell. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/...
May 25, 2023•31 min•Ep 79•Transcript available on Metacast Today Greg is joined by Roberto Nickson, the entrepreneur and designer building Eluna AI, Metav3rse & MV3. In this episode, Greg and Roberto talk about how to win the game of social media using AI. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenberg Instag...
May 18, 2023•44 min•Ep 78•Transcript available on Metacast Today Greg is joined by Austin Lieberman, an investor and content creator. In this episode, Greg and Austin talk about how to optimize YouTube content for creators at every level and why you don't need a massive audience to get the most upside. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitt...
May 11, 2023•37 min•Ep 77•Transcript available on Metacast Today Greg is joined by Late Checkout COO Theo Tabah. In this episode, Greg and Theo talk about the inner workings of Late Checkout. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ TikTok: https://tiktok.com/@...
May 04, 2023•50 min•Ep 76•Transcript available on Metacast Today Greg is answering burning questions from the audience. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ TikTok: https://tiktok.com/@gregisenberg LINKS FOR THIS EPISODE: Production Team: https://www.bigoce...
Apr 27, 2023•20 min•Ep 75•Transcript available on Metacast Today Greg is joined by DTC marketing legend Nik Sharma. In this episode, Nik and I look at the best and worst DTC brands on the internet. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ TikTok: https://tiktok...
Apr 20, 2023•45 min•Ep 74•Transcript available on Metacast Today Greg is joined by Harley Finkelstein, the President of Shopify. In this episode, Greg and Harley talk about growing up in a predominantly immigrant neighborhood in Canada, getting mentors and finding joie de vivre . ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com...
Apr 13, 2023•37 min•Ep 73•Transcript available on Metacast Today Greg is joined by JT Barnett, a digital creator and founder of BarnettX and CreatorX, where he helps SMBs and Fortune 500 companies create content. In this episode, Greg and JT talk about viral growth versus slow growth, tools and workflows, and creators you should be following. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheck...
Apr 06, 2023•43 min•Ep 72•Transcript available on Metacast Today Greg is joined by Dave Rogenmoser. Dave is the co-founder of Jasper, a Y Combinator-backed, generative AI platform for business that helps teams create content 10X faster. In this episode, Greg and Dave talk about why AI isn't enough to be a business on its own. You still have to talk to customers, find a niche, and solve a problem. Find out how in this episode. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclus...
Mar 30, 2023•50 min•Ep 71•Transcript available on Metacast Today Greg is joined by Jackson Greathouse Fall, a designer and the creator of HustleGPT, an entrepreneurial AI. In this episode, Greg and Jackson talk about the tweet that changed Jackson's life overnight. And how to turn a 24-hour viral moment into a lifelong mission. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.co...
Mar 23, 2023•42 min•Ep 70•Transcript available on Metacast Today Greg is joined by David Spinks, the founder of CMX and author of The Business of Belonging: How to Make Community Your Competitive Advantage . In this episode, Greg and David talk about sabbaticals, bots as community managers, and having a personal board of advisors. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack...
Mar 16, 2023•54 min•Ep 69•Transcript available on Metacast Today Greg is joined by Trung Phan. Trung is the co-host of the Not Investment Advice podcast and writes the SatPost newsletter. He was formerly the lead writer for the Hustle. In this episode, Greg and Trung talk about working at The Hustle, owning your distribution, and how to get the most out of ChatGPT. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally ...
Mar 09, 2023•54 min•Ep 68•Transcript available on Metacast Today Greg is joined by Josh Dorkin, the founder of Bigger Pockets, a community helping millions of members learn how to invest in real estate. In this episode, Greg and Josh talk about Josh's (sometimes) cautionary tale about the grind of building a community out of nothing. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.subst...
Mar 02, 2023•55 min•Ep 67•Transcript available on Metacast Today Greg is joined by April MacLean, Late Checkout's community designer and fountain of wisdom on all things community. In this episode, Greg and April talk about 3 community-based products that have it figured out. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gre...
Feb 23, 2023•50 min•Ep 66•Transcript available on Metacast Today Greg is joined by Emerson Spartz, the founder of the viral media company Dose and the founder of MuggleNet, a Harry Potter fansite. In this episode, Greg and Emerson talk about how to become a super-learner and a high-impact billionaire. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitte...
Feb 16, 2023•56 min•Ep 65•Transcript available on Metacast Today Greg is joined by Danny Postma, a full-stack developer whose build AI apps like This Model Does Not Exist, Profile Picture AI and Headlime which was acquired by Conversion.ai in 2020. In this episode, Greg and Danny talk about app ideas powered by AI that could make millions in the next five years. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally fre...
Feb 09, 2023•46 min•Ep 64•Transcript available on Metacast Today Greg is joined by Chris Josephs of Autopilot, an app that lets you automate your investment portfolio by copying top-notch traders like Nancy Pelosi and Warren Buffett. In this episode, Greg and Chris break down how Autopilot got to the top of the charts in the App Store by using memes to grow and audience. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's to...
Feb 02, 2023•46 min•Ep 63•Transcript available on Metacast Today Greg is joined by Brent Beshore of Permanent Equity. In this episode, you'll learn why you don't need a Finance degree to generate wealth as an investor. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ T...
Jan 26, 2023•50 min•Ep 62•Transcript available on Metacast Today Greg is joined by the founders of Ship 30 for 30. In this episode, you'll hear how to stop worrying about being 'cringe' on Twitter and start developing a writing habit that pays off in your business and in your life. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.c...
Jan 19, 2023•56 min•Ep 61•Transcript available on Metacast Today, Greg is joined by Sahil Lavingia, the founder of Gumroad. Sahil told himself he's going to start being totally honest in 2023 and he doesn't hold back in this conversation. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenberg Instagram: https://instagram...
Jan 12, 2023•50 min•Ep 60•Transcript available on Metacast In this episode, I talk about the biggest winners and losers in 2022 as well as my own personal biggest wins and loses. I'm speaking from the heart with this one and telling some stories I've never told before. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenbe...
Jan 05, 2023•24 min•Ep 59•Transcript available on Metacast Today, Greg is joined by Em Herrera, an investor at Night Ventures. In this conversation, Greg and Em talk about how content creators and startups can amplify each other through partnerships. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenberg Instagram: https...
Dec 29, 2022•57 min•Ep 58•Transcript available on Metacast ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ TikTok: https://tiktok.com/@gregisenberg LINKS FOR THIS EPISODE: Production Team: https://www.bigoceanpodcasting.com Nick Huber: https://sweatystartup.com/ https...
Dec 22, 2022•52 min•Ep 57•Transcript available on Metacast ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce.You'll also find out when new and exclusive episodes come out from Where it Happens. And it's totally free. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ TikTok: https://tiktok.com/@gregisenberg LINKS FOR THIS EPISODE: Production Team: https://www.bigoceanpodcasting.com Austin Rief: https://twitter.com/austin_rief...
Dec 15, 2022•51 min•Ep 56•Transcript available on Metacast 
