#167 Jonathan Myron: Scaling Engineering from 10 to 100 at SimplePractice

Jonathan Myron is VP of Engineering at Healthie and an engineering leader with more than 25 years of experience building and scaling teams across healthtech, ad-tech, mobile, and SaaS. In this PreVetted Podcast episode, Jonathan and Federico Ramallo trace his path from one of the first two employees at ReachLocal, where he co-developed the core product and earned a patent as a named inventor, to growing SimplePractice's engineering team from 10 to over 100 people.They dig into what actually breaks when a team scales that fast, and what Jonathan did differently to keep attrition low and eNPS high through the growth. SimplePractice went from roughly $20M to nearly $200M in revenue and from 20,000 to almost 200,000 customers while he led engineering, and he shares what that kind of run feels like from the inside.The conversation covers the difference between being a CTO at a startup and an SVP at a scaling company, moving teams from outsourced to in-house, and leading distributed and offshore teams, including years working with a team in Mexico. Jonathan also talks about how a Political Science degree turned into a self-made technical leadership career, how he coaches strong engineers into leadership, how he keeps globally distributed teams aligned across time zones, and how he uses AI in engineering work today.About Jonathan Myron- 💼 https://www.linkedin.com/in/jonathanmyron/About Federico RamalloFounder of Density Labs, the AI Engineering Partner for the mid-market, helping US companies ship AI to production, backed by a decade of shipping software with distributed engineering teams. Author of The Invisible Distance, the operating system for engineering leaders running teams across borders. Host of The PreVetted Podcast: 150+ conversations with VPs of Engineering, CTOs, and operators on what actually works.- 💼 https://www.linkedin.com/in/framallo/- 🌐 https://densitylabs.io- ✅ https://prevetted.ai🎤 PreVetted Podcast- 🎯 https://prevetted.ai/podcast- 🐦 https://x.com/PrevettedPod- 🔗 https://www.linkedin.com/company/prevetted-podcast#EngineeringLeadership #ScalingTeams #EngineeringManagement