Nathan Creswell on Product-Led Investing, B2B SaaS Strategy & the Rise of Web3 and AI | Modern Investing Podcast

Message the HostIn this episode, we sit down with Nathan Creswell—Head of Product, angel investor, and syndicate lead at Swell Ventures—to explore how deep product expertise can drive smarter, more strategic early-stage investments.Nathan shares:His journey from early product roles at Bay Area startups to leadership at Salesforce and ZuoraHow product thinking informs his angel investment thesis—especially in B2B SaaSInsights on vetting early-stage companies through team, timing, and technical readinessHis take on AI, Web3, and the technologies poised to reshape modern businessHow he balances full-time leadership with investing—and why network quality matters more than deal quantity“Great investors think like great product managers—they ask the right questions before building anything.”Whether you’re building a startup, investing in one, or scaling both career and capital, Nathan’s perspective will help you think more clearly, move more strategically, and stay ahead of the curve.About Nathan Creswell:Nathan Creswell is a product executive, angel investor, and syndicate lead at Swell Ventures, where he focuses on early-stage B2B SaaS opportunities and emerging technologies. With a strong foundation in product management, Nathan built his career in tech with roles at Salesforce, Zuora, and multiple startups in the San Francisco Bay Area.As an investor, Nathan combines strategic product thinking with market analysis to back founder-led, high-potential companies—especially in sectors being reshaped by AI, Web3, and enterprise innovation. He’s passionate about helping teams grow thoughtfully, and about empowering investors to align their expertise with their capital.Click Here to Check Out Our Upcoming Online Investing EventsAbout Sidepocket:If you don't have the time to professionally trade and are tired of being at the whim of the market's ups and downs, consider using Sidepocket to automate investing.Sidepocket monitors the markets 24/7 and automatically rebalances your holdings each month. To maximize returns while protecting against loss. That's why Sidepocket applies sophisticated quantitative methods, including tactical asset allocation to systematically minimize these drawdowns and consistently protect and grow your hard earned savings.To learn more, visit www.sidepocket.com