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S12 E1: The Blast Radius Nightmare: Shifting from Blind Static Terraform Plans to Real-Time Predictive Change Intelligence with Dylan Ratcliffe, Founder & CEO of Overmind

January 13, 2026
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Code Story: Insights from Startup Tech Leaders

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Dylan Ratcliffe lives in San Francisco (for less than a year), but grew up on a farm in the bush in Australia, riding motorbikes and playing video games. He fondly remembers the days whenever you could get a free version of Age of Empires from a cereal box. He was always into computers, and earned a scholarship to head into Melbourne for University. He left his first job as an auditor with KPMG to join a startup called Puppet. Outside of tech, he still rides motorbikes, and has a super small one now (it's actually meant for kids). He loves all food, but prefers Asian and Indian cuisine. Dylan was deploying Puppet at a financial services company, and was pushing to get a win. When a late Friday afternoon deployment went haywire, he decided to leave his company and set out to build something to automatically discover dependencies on a network, to prevent deployment outages. This is the creation story of Overmind. Our Sponsors: * Check out Cash App and use my code CASHAPP10 for a great deal: https://click.cash.app/ui6m/mt82fpxl #CashAppPod. Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Prepaid debit cards issued by Sutton Bank, Member FDIC. See terms and conditions at https://cash.app/legal/us/en-us/card-agreement. Cash App Green, overdraft coverage, borrow, cash back offers and promotions provided by Cash App, a Block, Inc. brand. Visit http://cash.app/legal/podcast for full disclosures. * Check out Plaud AI and use my code CODESTORY for a great deal: https://plaud.ai Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy