Zapier's CFO on Closing the Books in 5 Days, AI Hiring Bars, and M&A Discipline

In this episode of Run the Numbers, CJ sits down with Ryan Roccon, CFO of Zapier, to cover AI hiring standards, automating month-end close, measuring ROI on AI spend, and why determinism still beats agents most of the time.—SPONSORS:EY has been part of Silicon Valley since it was just a valley, helping the most successful names in tech go from startup to exit to megacap. With teams across strategy, tax, audit, and transactions, EY helps you get your financials right early, long before your investors start asking for it. You build the next big thing, and EY will help you build it right. Learn more at https://www.ey.com/techstartupsSpendHound cuts your SaaS and AI spend by up to 30% using real pricing benchmarks across 10,000 vendors, so you always know what fair pricing looks like before your next renewal. Rated #1 on G2 in SaaS spend management, it's free forever for teams up to 1,000 employees. Sign up by June 12th and get $500 just for getting started. Go to https://www.spendhound.com/cjBrex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metricsAleph is a modern FP&A platform built for teams that want more than another planning tool. By connecting your ERP, CRM, and other systems into one trusted data layer with AI workflows, Aleph helps you move faster with real-time insights. Get a personalized demo at https://www.getaleph.com/runRightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.comRillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj—LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsNGuest: https://www.linkedin.com/in/ryanroccon/Company: https://zapier.com/CJ: https://www.linkedin.com/in/cj-gustafson-13140948/Mostly metrics: https://www.mostlymetrics.com—RELATED EPISODES:Ryan’s First Appearancehttps://youtu.be/VIZ_RzfV78IChris Byington, Head of Data @ Superhumanhttps://youtu.be/ydH38JnWfww—TIMESTAMPS:0:00 Preview and intro2:11 Ryan's scope at Zapier3:17 Why the finance guy runs ecosystems6:19 AI is a required hire competency6:46 The four levels: unacceptable to transformative8:48 How Zapier tests for it11:50 Favorite interview question13:06 Sponsors — EY | SpendHound | Brex16:18 AI changes the hiring profile17:07 Support becomes customer-facing engineering18:44 Where AI beats deterministic Zaps21:00 80-90% of builds are deterministic22:41 Sponsors — Aleph | RightRev | Rillet26:00 Month end close on Zaps27:40 Time saved is a leading indicator29:53 AI token costs: COGS or investment?31:51 Performance issue or measurement issue?33:41 Partner ARR: chasing the wrong thing35:56 Build around what changes the decision37:17 The initiative sizing coach40:00 Escalate on magnitude, not certainty41:55 The 9,000 integration story44:02 M&A process and minimum model46:19 Cash vs. stock: incentive alignment48:06 CFO's role in M&A: show up early49:18 Credits