The Friday Sponge

Jack Payne

Every Friday, The Friday Sponge sits down with the entrepreneurs, founders, and community builders shaping the world around us. Real conversations. Real stories. Real business. No fluff - just the unfiltered journeys of the people actually doing the work. New episodes drop weekly. Features by invitation only. SOAK IT UP

Episodes

  1. 3d ago

    #9 — When Your Startup Dies, Who Are You?

    Somya Gupta didn't come to New York to build a startup ecosystem. He came to go to class, pass his exams, and live a comfortable life. Two and a half years later, he's thrown 75+ founder events, shut down his own company in the most painful way possible, and somehow walked away calling it the best thing that ever happened to him. In this episode, Somya and I unpack the full arc — from co-founding an AI-powered edtech platform at NYU, growing it to 3,500 users, pivoting to B2B, landing university pilots, striking what looked like a game-changing partnership… and watching it all collapse in a single phone call. We also get into what it actually feels like when your company becomes your identity — and then disappears overnight. But this episode isn't really about failure. It's about what you do with the version of yourself that comes out the other side. In this episode: Why Somya says "delusion" is a competitive advantageThe Washington Square Park customer interview mistake (don't do it)Why VCs hate EdTech — and why he gets itThe Georgian restaurant conversation that ended ContextWhat's next: IRL experiences, hackathons, and making NYC #1Timestamps 00:00 — Intro & small talk (pickleball, NYC spots)07:09 — Welcome + who is Somya Gupta?08:52 — From India to NYU: the mindset shift14:16 — How Context was born17:53 — The problem they were solving (and why it was personal)21:53 — B2C to B2B pivot: the hard conversation25:53 — 3,500 users, zero revenue — now what?31:24 — The moment it felt like it might fall apart38:29 — Fundraising, EdTech's VC problem, and $15K from NYU42:08 — University pilots and the California partnership45:24 — The phone call that ended everything48:17 — Identity crisis on the Brooklyn Promenade50:14 — What came next54:47 — Building NYC's founder ecosystemFind Somya:LinkedIn: https://www.linkedin.com/in/somya-gupta-sg/ Instagram: Coming soon 👀

    57 min
  2. May 29

    #8 He Survived the UFC. Starting a Business Almost Broke Him

    Most people wait until they have time to start a business. Mike and Jimmy never had time. Full-time police officers, fathers, husbands — and somehow, owners of a thriving martial arts franchise in Short Hills, NJ. In this episode of The Friday Sponge, Jack sits down with Chief of Police Mike and UFC fighter-turned-instructor Jimmy to talk about what building a business actually looks like when you're already stretched thin. They cover the real cost of passion projects, what a shareholders agreement protects you from (hint: it's not just strangers), why giving away a membership can be worth more than selling one, and the brutal truth about going into business with your friends. No MBA. No safety net. Just two guys who found something they loved — and refused to let time be the excuse. [00:00] — Why college kids need to think like entrepreneurs[01:11] — "We don't have extra time" — how passion creates time[03:38] — From getting picked on at school to owning a franchise at 22[06:21] — Getting punched in the face (literally and in business)[07:22] — The real rules of running a franchise[09:40] — Why giving away memberships builds a better business[13:03] — How to retain great employees without just throwing money at them[14:43] — Structuring a business so partners can exit cleanly[20:29] — The Liquid Death lesson every entrepreneur needs to hear[22:25] — Should you even go to college?[24:01] — Going into business with friends — the honest truth Company Information: Tiger Schulman Martial Arts Short Hills Instagram @tsma_of_shorthills Website: https://tsk.com/ Jimmie Rivera Instagram @jimmierivera

    26 min

Ratings & Reviews

5
out of 5
3 Ratings

About

Every Friday, The Friday Sponge sits down with the entrepreneurs, founders, and community builders shaping the world around us. Real conversations. Real stories. Real business. No fluff - just the unfiltered journeys of the people actually doing the work. New episodes drop weekly. Features by invitation only. SOAK IT UP