Feross Aboukhadijeh is the founder and CEO of Socket, which he started in 2021 to help companies detect and defend against software supply chain attacks. A prolific open source maintainer whose packages are downloaded a billion times a month, Feross recently closed a Series C at a billion-dollar valuation, and Socket now protects nearly 30,000 organizations, including OpenAI, Anthropic, and Vercel.

Anne Dwane sits down with Feross to unpack why the modern software supply chain has become such an attractive target for attackers, and what companies can actually do about it. Feross walks through real recent incidents, including the Axios and LiteLLM compromises that exposed major AI labs, breaking down how attackers used a months-long social engineering play against a single maintainer to hijack a library with 100 million weekly downloads. They get into why coding agents pull in 50% more open source code than human developers and the new risks that creates, why traditional vulnerability scanners miss most real threats, and what Socket Firewall does to protect the developer endpoint itself. The conversation also covers Feross's own path from open source maintainer to enterprise CEO, how Socket balances a free, developer-led product with enterprise sales, and how frontier AI models transformed Socket's ability to analyze code at scale. They close with practical guardrails any organization can put in place today, from lockfiles to minimum release age settings.

Thanks for listening. If you like what you hear, please review us on your favorite podcast platform. Check us out on the web at www.villageglobal.com or get in touch with us on X @villageglobal. Want to get updates from us? Subscribe to get a peek inside the Village. We'll send you reading recommendations, exclusive event invites, and commentary on the latest happenings in Silicon Valley. www.villageglobal.com/signup

Jeff Cobourn leads finance, business operations, and strategy at Gusto, where he's spent nearly nine years building out the company's financial infrastructure. Rohit Divate recently joined Tide as VP of Finance after seven years in corporate finance and strategy at Gusto.

Somrat Niyogi, General Partner at Recall Capital and Village Global Network Investor, sits down with Jeff and Rohit to unpack how AI has rewired the finance function from the inside out. They trace the shift from spreadsheets and BI tools to Claude Code as the default daily workflow, including how board decks that once took two weeks and five people now come together as pull requests against an HTML file. The conversation moves through what finance skills and attributes still matter in an AI-native world, whether teams will shrink or simply cover more ground, and how roles like BI, investor relations, and data visualization are starting to merge. Jeff and Rohit also get into the practical mechanics of the shift: how Gusto scores AI fluency across the entire company, how they're budgeting for token spend the way they once budgeted for headcount, and where the real build-versus-buy tension is playing out across ERP, FP&A software, and internal tools. They close with predictions on what's dead, what's dying, and what the first hire at a finance team in 2026 should actually look like.

Thanks for listening. If you like what you hear, please review us on your favorite podcast platform. Check us out on the web at www.villageglobal.com or get in touch with us on X @villageglobal. Want to get updates from us? Subscribe to get a peek inside the Village. We'll send you reading recommendations, exclusive event invites, and commentary on the latest happenings in Silicon Valley. www.villageglobal.com/signup

Sherwood Callaway is the founder and CEO of Sazabi, an AI-native observability platform, and a repeat YC founder. He previously worked as an early infrastructure engineer at Brex, where he built the systems that kept one of the fastest-growing fintechs in the world running.

Village Global Luminary LP Lindsay Pettingill sits down with Sherwood for a conversation that moves from his unconventional path into engineering to the contrarian bets behind Sazabi. They dig into why Sherwood believes logs alone can replace metrics and traces, why dashboards mostly serve anxiety rather than insight, and what a world of self-healing software could actually look like. Along the way, Sherwood reflects on the 40-page manifesto that became Sazabi's founding thesis, the angel investor strategy that brought over 100 founders and technical leaders onto his cap table, and the maximalist, Blade Runner-inspired brand built around a name pulled from a 1980s anime. The episode closes on a more personal note, touching on his orthopedic surgeon father's late-career turn toward vibe coding and his sister Hadley's stint at Sazabi as its first non-technical hire before business school.

Thanks for listening. If you like what you hear, please review us on your favorite podcast platform. Check us out on the web at www.villageglobal.com or get in touch with us on X @villageglobal. Want to get updates from us? Subscribe to get a peek inside the Village. We'll send you reading recommendations, exclusive event invites, and commentary on the latest happenings in Silicon Valley. www.villageglobal.com/signup