Forward Thinking Founders

Mat Sherman

Forward Thinking Founders is a founder podcast where we interview high potential founders from networks like Y Combinator, The Thiel Fellowship, Product Hunt, Twitter, etc. and brings to light what they're building for the world. Think of it like the opposite of How I Built This, where we interview founders before they are successful, then if they are, we have a moment in time we can look back on in the early days. Does the model work? Look at our early interviews and you'll have your answer.

  1. 974 - Creating A Marketplace For Student Athlete Babysitters w/ Meaghan Franks (Sport Sitters)

    4D AGO

    974 - Creating A Marketplace For Student Athlete Babysitters w/ Meaghan Franks (Sport Sitters)

    In this episode of Forward Thinking Founders, Mat Sherman sits down with Meaghan Franks, founder of Sport Sitters, a marketplace that connects college athletes with families for high-trust, high-energy babysitting. What started as an accidental idea at Arizona State quickly became a powerful new way for student-athletes—especially women and non-revenue sport athletes—to earn income through NIL while inspiring the next generation of kids. Parents get vetted, elite athletes in their homes. Athletes get meaningful income, brand-building, and real community impact. Timestamps00:00 – Introduction to Meaghan Franks and Sport Sitters01:10 – The origin story: athletics, parenting, and NIL colliding03:00 – How Sport Sitters works for parents (matching, safety, experience)05:00 – Why parents don’t choose the sport—and why that matters for kids06:40 – Athletes as role models, not just babysitters09:00 – NIL explained: why Sport Sitters couldn’t exist before12:00 – The challenge of international athletes and NIL restrictions14:30 – Meaghan’s journey as a first-time, non-technical founder17:00 – Building the platform, tech bottlenecks, and lessons learned19:30 – Why overusing AI slowed development instead of speeding it up22:45 – Strong demand, scaling pressure, and “good problems”23:45 – Pricing, payments, and how parents actually book28:00 – The long-term vision: Sport Sitters as “first-class” babysitting31:00 – Where to learn more and how to get involved This is a must-listen for founders building two-sided marketplaces, anyone curious about NIL beyond brand deals, and parents interested in a new, elevated approach to babysitting that blends athletics, role models, and community. ★ Support this podcast ★

    35 min
  2. 972 - Enabling Better Basketball Analytics Using Computer Vision w/ Bo Shaffer (Playswise)

    NOV 19

    972 - Enabling Better Basketball Analytics Using Computer Vision w/ Bo Shaffer (Playswise)

    In today’s episode of Forward Thinking Founders, Mat sits down with Bo Shaffer, founder and CEO of Playswise, a startup using computer vision and AI to unlock deep basketball analytics straight from broadcast footage. Bo played basketball at Duke, and she saw firsthand how much of the sport still relies on slow, manual film review. Playswise is her attempt to change that — bringing NBA-level insights to any team, coach, or player by automating detection, tracking, and advanced breakdowns using modern AI models. In the conversation, we get into Bo’s path from college basketball to tech, how AI can transform scouting and player development, why legacy tools like Hudl and Synergy are ripe for disruption, and what the future of automated sports analytics could look like. We also talk about AI agents, staying on top of rapid AI progress, and what it means to build an AI-native company in an industry that hasn’t kept up. If you’re interested in sports, AI, or the intersection of the two, you’ll enjoy this one. Timestamps: 00:01 – Intro + Welcoming Bo Shaffer 00:30 – What Playswise is and why it matters 01:19 – Bo’s background at Duke + how she got into AI 02:42 – Discovering tech and realizing the basketball world is still manual 03:55 – How the internet (Twitter, open source) helps her build 05:13 – Staying focused while AI evolves so fast 07:06 – How she trains the models and improves accuracy 08:19 – What training looks like behind the scenes 09:41 – Coaches’ reactions + existing tools in the space 10:57 – Thoughts on AI agents and future tech 12:24 – Are agents real or still early hype? 14:02 – College years, Zoom era, and seeing AI rise 16:17 – Her big goals for Playswise over the next few years 17:35 – Why legacy systems like Hudl/Synergy are outdated 18:21 – The accuracy problem in today’s sports tools 19:08 – Where to find Bo + Playswise online ★ Support this podcast ★

    21 min
  3. 971 - Enabling Worldwide 7G Connectivity Via Space Lasers w/ Gulmohar Ahluwalia (Nyxara)

    NOV 17

    971 - Enabling Worldwide 7G Connectivity Via Space Lasers w/ Gulmohar Ahluwalia (Nyxara)

    In this episode of Forward Thinking Founders, Mat Sherman sits down with Gulmohar Ahluwalia, founder & CEO of Nyxara — a company building a next-generation space-to-ground communications system using cloud-piercing lasers capable of delivering terabits per second. Imagine downloading all of Netflix in five seconds. That’s the world Nyxara aims to unlock. Gulmohar walks through her path from aspiring astronaut to electrical engineer to telecom expert, and how seeing firsthand the limits of today’s 5G and RF-based networks pushed her toward free-space optical communication. She breaks down, in simple terms, why Starlink and other systems can’t get laser signals through clouds, why RF spectrum is physically tapped out, and why optical frequencies represent the next uncongested frontier for 6G-class internet. She then explains Nyxara’s core breakthrough: using an ultra-high-frequency ground laser to create a “hollow channel” through cloud and fog layers, allowing satellites to send and receive massive data loads reliably — effectively creating a portable, dynamic, distributed network layer in space. Mat and Gulmohar explore: How she broke a world-changing vision into buildable stepsWhy she left Australia for San Francisco, and how the pace, talent density, and serendipity changed everythingThe hardware and optics ecosystem inside Founders IncWhat a typical day looks like for her — ultramarathon training, deep focus mornings, customer calls, and fundraisingHow Nyxara fits into her broader belief that humanity needs four pillars (vessels, fuel, food/water, and communications) to eventually leave EarthWhy she hopes one day fiber optic cables will be remembered like floppy disks Gulmohar closes by sharing where to follow her work: X, Substack, LinkedIn, and the Nyxara newsletter. If you’re into frontier tech, laser communications, AI-ready infrastructure, or ambitious founder journeys, this is one you’ll want to hear. ★ Support this podcast ★

    29 min
  4. 970 - Using your Voice To Complete Complex Workflows On Your Computer w/ Connor Waslo (Caddy)

    NOV 5

    970 - Using your Voice To Complete Complex Workflows On Your Computer w/ Connor Waslo (Caddy)

    Mat Sherman catches up with Connor Waslo, co-founder/CEO of Caddy, a desktop voice interface that keeps you in flow by turning spoken intent into real work across tools like Linear, Slack, Calendar, Gmail, and Notion. Connor shares the origin story with cofounder Rajiv, hard pivots, and craft standards for their private beta. They compare SF’s tech gravity with New York, reflect on learnings from Loom through acquisition, and talk about how YC’s time pressure reshapes execution from September to Demo Day. You’ll hear concrete use cases—function-key capture, automatic screenshots and tickets, calendar creation—plus takes on context, tone, and why video + AI is earlier, better, and scarier than most realize. They close with founder routines, community, and a billboard-ready reminder: who you work with matters most. Time Stamps:00:00 Introduction and Backstory: How Mat and Connor First Met   01:05 What Caddy Is and How It Works   03:15 The Origin Story: Loom Pain Points, Prototypes, and Pivot Hell   05:41 Lessons From Loom and Transitioning to Founder Life   08:25 Moving to SF for Y Combinator   09:53 SF vs. NYC: Tech Density and Culture   12:49 Inside YC: Speed, Pressure, and Company-Building   15:12 Building in a Fast-Moving AI World   16:59 Current Use Cases, Private Beta, and Product Direction   19:52 Long-Term Vision: Context, Tone, and the Future of Work   26:07 What’s Emerging in SF: AI Video and New Frontiers   28:15 A Day in the Life of a YC Founder   32:05 Launch Plans: Waitlist, Beta Access, and Community   34:00 The Billboard Question: Connor’s Final Message   36:08 Closing Thoughts ★ Support this podcast ★

    36 min
5
out of 5
102 Ratings

About

Forward Thinking Founders is a founder podcast where we interview high potential founders from networks like Y Combinator, The Thiel Fellowship, Product Hunt, Twitter, etc. and brings to light what they're building for the world. Think of it like the opposite of How I Built This, where we interview founders before they are successful, then if they are, we have a moment in time we can look back on in the early days. Does the model work? Look at our early interviews and you'll have your answer.