The $500MM Startup Making Payroll Painless, with Gusto Co-Founder Joshua Reeves

In this episode, Lex chats with Simon Taylor, who heads up market development at Tempo, the payments-native blockchain built by Stripe as a high-performance settlement layer for stablecoins and tokenized money. Simon is also the founder of Fintech Brain Food, one of the sector's most widely read newsletters. They discuss why there is no Fedwire for the internet, and why the next wave of on-chain volume is coming from enterprise money movers like Deel rather than crypto-native builders. Simon explains why tokenized deposits, stablecoins and TradFi settlement will converge on a single chain, why agentic commerce is still stuck in its WAP-phone era, and how the Machine Payments Protocol is being designed as an IETF-grade standard that can settle across Tempo, Stripe or any card network.

In this episode, Lex chats with Edward Woodford — Founder and CEO of zerohash, a crypto and stablecoin infrastructure platform that lets banks, brokers, and fintechs embed digital-asset trading, payments, and tokenization through a single API. Four years on from their last conversation, zerohash has settled over $65 billion in volume across 7 million customers, gone global under MiCA and EMI licensing in Europe, and onboarded institutions like Morgan Stanley.

In this episode, Lex chats with Srini Krish — Co-Head of Financial Solutions at Fiserv, one of the original fintechs, in business for nearly five decades and sitting at the intersection of commerce and banking. Lex and Srini discuss how Fiserv acts as the technology backbone for 5,000+ US banks and credit unions that lack the wherewithal to match JPMorgan or Wells Fargo on their own, and how the firm is packaging AI into that distribution layer through Agent OS and partnerships with OpenAI and Anthropic. Srini lays out his four-bucket framework for enterprise AI - better client service, internal productivity, AI embedded in products, and a platform banks can use to build their own agents - and explains why money demands deterministic outcomes rather than probabilistic guesses, keeping a human in the middle as commercial loan underwriting compresses from weeks to hours. They explore the competitive race against challengers like Mercury and Ramp, the mainframe that has outlived thirty years of obituaries, and where power sits between the AI labs and their distribution channels once inference commoditizes.

In this episode, Lex chats with Jeff Grimes — who is Head of Live Events Products at Perplexity, the AI company that has evolved from an "answer engine" into an "agent platform" built around Perplexity Computer, its multi-agent digital worker. They discuss how Perplexity has shifted financial research from the how to the what, letting a user describe an outcome in a single sentence while Computer orchestrates 20+ frontier models, direct tool calls to licensed live data, and finance-specific skills to produce the artifact.

In this episode, Lex chats with Cactus Raazi — CEO Americas at B2C2, one of the original and largest institutional market makers in digital assets, serving roughly 1,500 institutions and pricing across more than 40 exchanges globally. They discuss what a market maker actually does, how balance sheet and signal generation underpin roughly $1 billion a day of stablecoin flow at B2C2, and why the two extremes of crypto market making - riskless principal aggregation versus proprietary alpha - produce very different client outcomes that buyers rarely understand. Cactus explains B2C2's 18-month bet that the Circle-versus-Tether debate would give way to a multi-issuer world, the launch of its PENNY product for instant zero-cost cross-stablecoin swaps, and they explore why programmability is the next frontier for digital dollars, why US capital markets have almost no structure for funding genuine risk-taking businesses, and whether the current combination of scale, speed, and complexity makes this the hardest investing environment Wall Street has ever faced.