

Jesse Middleton
Investor with Flybridge mentioned as a panel VC on the live show, participating in questioning founders and making investment decisions; described in the episode as having significant VC experience and funds under management.
Top 10 podcasts with Jesse Middleton
Ranked by the Snipd community

25 snips
May 7, 2025 • 57min
#162 Jungle: Your AI Study Coach
Julian Alvarez, CEO of Jungle, an AI study app aimed at transforming students into super learners, shares his ambitious vision. Alongside investors Jesse Middleton and Kate McAndrew, they discuss Jungle's innovative, interactive approach to studying, comparing its potential to that of Duolingo in education. The conversation also navigates the challenges of securing startup funding and highlights the crucial role of AI and gamification in engaging students. Together, they explore scaling ambitions and the balancing act between growth and user experience in the EdTech space.

22 snips
Nov 12, 2025 • 40min
#174 Investrio: QuickBooks for the People
Joining the conversation are Charles Hudson, a VC at Precursor Ventures offering insights into investment strategies, and Jesse Middleton, a Partner at Flybridge focused on product-market fit. They delve into Investrio, an AI-driven bookkeeping tool designed for solopreneurs, tackling its unique features compared to market giants like QuickBooks. Joyce highlights their community-driven growth and discusses future plans for monetization and scaling. Investors provide critical feedback on pricing concerns and customer segmentation, setting the stage for potential investment.

20 snips
May 14, 2025 • 39min
#163 CurieDx: AI Pocket Doctor
Therese Canares, a pediatric emergency physician and founder of CurieDx, introduces her innovative AI-powered app that detects strep throat from a smartphone photo. She discusses the potential impact on pediatric healthcare and the importance of regulatory approval. Investors Elizabeth Yin and Jesse Middleton provide pointed feedback, questioning scalability and the dual business model. Therese shares a personal connection to the app, revealing how it helped her daughter. The conversation delves into funding challenges and shifting strategies in healthcare startups.

18 snips
Feb 11, 2026 • 40min
#177 Aleoop: Show Me The Sales!
Meet Jesse Middleton, an investor and recovering CRO who grills go-to-market plans, and Meghan Scanlon, CEO of Aleoop and former enterprise sales leader who turned a lost deal into an AI that mines sales feedback for product signals. They demo Aleoop ingesting Gong, Slack, Jira and CRM data. Conversation covers labeling, integrations, pilot traction, pricing strategy, conversion risks, roadmap priorities, and early fundraising.

14 snips
Sep 11, 2024 • 31min
#143 Vital Audio
Cyan Banister, Charles Hudson, Mac Conwell, and Jesse Middleton join Nyamitse-Calvin Mahinda, the founder of Vital Audio, a healthtech startup utilizing voice technology to monitor vitals. They discuss the revolutionary potential of this technology in improving healthcare accessibility. Key topics include FDA approval achievements, the shift towards telehealth, and market opportunities in cardiac rehabilitation. The conversation also covers investment trends in health tech and the impact of innovations on emergency response systems.

12 snips
Oct 15, 2025 • 50min
#170 Original Sunshine: The Best Bagel You've Never Heard Of
Jesse Middleton, a venture investor at Flybridge, joins co-founders Brad and David as they sneak in as caterers with their gluten-free bagels. The duo shares their journey from health issues to creating a bagel texture that rivals the real deal. They discuss impressive early traction with famous bagel shops and their health-focused production process. The founders outline their ambitious vision for expansion and profitability while addressing investor concerns about branding and packaging. Jesse's enthusiasm leads to an angel investment commitment!

Mar 18, 2026 • 1h 3min
#182 LIVE in NYC: 3 Startups, 3 Investors, 15 Minutes to Invest
Jesse Middleton, seasoned VC with deep fund experience. Jamie Gin Lewis, founder of Wiggle Room building childcare management tools. Celine King, CEO of Greener creating fleet-level carbon accounting. Amaka Uchegbu, founder of Uche AI using barcode scans to inform textured-hair brands. They pitch fast on product, go-to-market, data integrations, revenue models, channel partnerships and scaling plans in rapid-fire conversations.

Feb 4, 2026 • 34min
#176 Your AI Website Sucks. PeachWeb is the Future
Jesse Middleton, venture investor who critiques product-market fit and growth, and Elizabeth Yin, venture investor known for rapid-fire market and speed-to-market questions. They dig into PeachWeb’s AI 3D website builder, the shift from HTML to WebGL, traction metrics and pricing choices, go-to-market spend, and whether immersive, design-forward sites can scale in a crowded website-builder market.

Aug 14, 2024 • 31min
#139 FutureMoney
Cyan Banister, a savvy investor; Charles Hudson, a tech-focused venture capitalist; Elizabeth Yin, a driven entrepreneur; Mac Conwell, an advocate for underrepresented founders; and Jesse Middleton, a champion of financial innovation, dive deep into FutureMoney’s mission. They discuss the groundbreaking Junior Roth IRA aimed at building generational wealth for kids, tackle the importance of early financial education, and share strategies for effective investment in today's competitive landscape.

Jul 31, 2024 • 16min
Season 12: Tear Down The System
This episode features Charles Hudson, an investor with deep startup expertise, along with tech investor Cyan Banister, entrepreneur Elizabeth Yin, dedicated investor Mac Conwell, and seasoned entrepreneur Jesse Middleton. They dive into systemic changes needed in education and healthcare and share personal investment tales that reveal the triumphs and tribulations of the venture capital world. Highlights include high-stakes bets on companies like SpaceX and the philosophy of reinvesting in innovation over luxury, showcasing their commitment to transformative ventures.


