I'm joined by Michael Karnjanaprakorn, former CEO of Skillshare. We talk about the biggest startup trends that will shape 2024: IRL community spaces, AI educational agents, and more. 📬 Join my free newsletter to get weekly startup insights for free: https://www.gregisenberg.com/ 70,000+ people are already subscribed. FIND ME ON SOCIAL X/Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ LinkedIn: https://www.linkedin.com/in/gisenberg/ FIND MICHAEL ON SOCIAL...
Jan 11, 2024•47 min•Ep. 102
I'm joined by Erik Torenberg, Co-Founder of Turpentine, a network of podcasts, newsletters, and more. We talk about why B2B creators are the next big thing, how to spot profitable niches and opportunities to monetize media businesses. 📬 Join my free newsletter to get weekly startup insights for free: https://www.gregisenberg.com/ 70,000+ people are already subscribed. FIND ME ON SOCIAL Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ LinkedIn: https://www...
Jan 05, 2024•59 min•Ep. 101
In this special end-of-year episode, Greg looks back at his biggest wins, biggest losses, business epiphanies, productivity unlocks, and so much more. 📬 Join my free newsletter to get weekly startup insights for free: https://www.gregisenberg.com/ 70,000+ people are already subscribed. FIND ME ON SOCIAL Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ LinkedIn: https://www.linkedin.com/in/gisenberg/ TIMESTAMPS 0:00 Intro 0:47 Big wins 07:11 Big losses 11:...
Dec 28, 2023•36 min•Ep. 100
Today I'm joined by Late Checkout’s Chief Operating Officer Theo Tabah and Operating Partner Jordan Mix. We talk about the importance of trust in business, our main takeaways from 2023, and six juicy startup ideas you can steal for 2024. 📬 Join my free newsletter to get weekly startup insights for free: https://www.gregisenberg.com/ 70,000+ people are already subscribed. FIND ME ON SOCIAL Twitter: https://twitter.com/gregisenberg Instagram: https://instagram.com/gregisenberg/ LinkedIn: https://...
Dec 21, 2023•1 hr 6 min•Ep. 99
Greg interviews Eric Ries, author of "The Lean Startup" and founder of The Long Term Stock Exchange. They talk about how to test business ideas, why businesses with a social mission will outperform, and opportunities in 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://latecheckoutstudio.ck.page/ FIND GREG ON SOCIAL: Twitter: https://twi...
Dec 14, 2023•47 min•Ep. 98
Greg interviews Dru Riley, founder of Trends.vc, a newsletter and community for founders interested in new business ideas and markets. They talk about growing newsletter subscribers, opportunities for "faceless" YouTube channels built using AI, systemizing companies, and more. ►►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://latecheckoutstud...
Nov 30, 2023•36 min•Ep. 96
Greg interviews Dylan Jardon and Henry Belcaster, founders of Clipt.co, an explainer video and animation studio. They talk about starting a "hot girl agency," the challenges of monetizing YouTube content, and wanting fame versus staying anonymous, and more. ►►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://latecheckoutstudio.ck.page/ FIND GRE...
Nov 23, 2023•40 min•Ep. 97
Greg interviews Nathan Barry, founder of ConvertKit, which makes email, automation, and monetization tools for creators. They talk about how to be interesting online, and different ways to monetize online content. ►►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://latecheckoutstudio.ck.page/ FIND ME ON SOCIAL: Twitter: https://twitter.com/greg...
Nov 16, 2023•38 min•Ep. 95
I'm joined by investor and entrepreneur Anthony "Pomp" Pompliano. Pomp hosts The Pomp Podcast, with over 50 million downloads, and writes a daily letter read by 250,000+ investors. We talk about Pomp's approach to building resilient media properties, thinking long-term, and his best book recommendations for internet business success. ►►Subscribe to my weekly newsletter for insights on community, creators and commerce. You'll also find out when new and exclusive episodes come out from Where It Ha...
Nov 09, 2023•37 min•Ep. 94
Today Greg is joined by New York Times Best-Selling Author, and Instagram Celebrity Yung Pueblo, whose real name is Diego Perez. In this episode, Greg and Diego talk about building an audience through meaningful writing, turning it into books, and using that influence to build companies that expand the vision expressed in writing that got it all started. ►►Subscribe to Greg's weekly newsletter for insights on community, creators and commerce. You'll also find out when new and exclusive episodes ...
Oct 05, 2023•42 min•Ep. 93
Today Greg is joined by Jay Clouse of Creator Science. In this episode, Greg and Jay talk about the upsides of cohort-based courses and what strategies Jay uses to achieve his 95% retention 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. https://latecheckout.substack.com FIND ME ON SOCIAL: Twitter: https://twitter.com/gregisenberg Instagram: h...
Sep 21, 2023•48 min•Ep. 92
Today Greg is joined by Julien Smith, the CEO of Practice, bestselling author of The Flinch , and executive coach. In this episode, Greg and Julien talk about the podcasts, books, and x/twitter feeds that entrepreneurs should be reading and following. They also explore why you should think of your life in seven-year increments. ►►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 Happe...
Sep 14, 2023•40 min•Ep. 91
Today Greg is joined by Michael Girdley--who's spent the last 30 years building a $100M+ holding company. In this episode, Greg and Michael talk about whether holding companies should take sexy VC money and how to be a decades-long player in a world of base hitters. ►►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...
Sep 07, 2023•54 min•Ep. 90
Today Greg is joined by Phil Toronto, a Partner at Vayner/RSE. In this episode, Greg and Phil share their biggest cheat codes for saying 'yes' to the right kind of events and why being the person who brings others together is the biggest value add of all. ►►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 SO...
Aug 31, 2023•40 min•Ep. 89
Today Greg is joined by Nick Huber. In the last 9 months, Nick has co-founded 6 companies in addition to Bolt Storage. In this episode, Nick and Greg break down the inner workings of a personal holding company and how to grow it at max speed with minimal risk. ►►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 ...
Aug 17, 2023•39 min•Ep. 88
Today Greg is joined by Chris Hutchins, the host of All the Hacks, a podcast to upgrade your life, money, and travel. In this episode, Greg and Chris talk about the best reason to start a podcast and how to grow it way beyond sponsorship revenue. ►►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: Twi...
Aug 10, 2023•44 min•Ep. 87
Today Greg is joined by Nicolas Cole, the co-founder of Ship 30 for 30, a daily writing challenge. In this episode, Greg and Nicolas talk about how much money it really takes to be free and why it's better to be anonymously rich than it is to be internet famous with no customers. ►►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.s...
Aug 03, 2023•50 min•Ep. 86
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
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
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
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
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
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
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
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
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
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
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
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
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
