# When Founders Should Quit Their Startups with Matt MacInnis | COO Rippling Page: https://stenobird.com/podcast/the-neon-show-862453/when-founders-should-quit-their-startups-with-matt-macinnis-coo-rippling Text version: https://stenobird.com/podcast/the-neon-show-862453/when-founders-should-quit-their-startups-with-matt-macinnis-coo-rippling.md Podcast: [The Neon Show](https://stenobird.com/podcast/the-neon-show-862453) Published: 2026-02-07T14:30:00+00:00 Episode link: https://www.buzzsprout.com/1601695/episodes/18639624-when-founders-should-quit-their-startups-with-matt-macinnis-coo-rippling.mp3 Audio file: https://www.buzzsprout.com/1601695/episodes/18639624-when-founders-should-quit-their-startups-with-matt-macinnis-coo-rippling.mp3 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/the-neon-show-862453/episodes/when-founders-should-quit-their-startups-with-matt-macinnis-coo-rippling Duration seconds: 4833 ## Resource Matt MacInnis spent 6 years as COO at Rippling and now leads as CPO. He joined Rippling in 2019, when there were only 70 people, and has led the company across multiple stages. Before that, Matt was a founder for 9 years, building Inkling after 7 years at Apple. These three chapters of his career shape this conversation. We focus on how to build and operate teams as a company scales. Matt explains how he thinks about speed versus real progress, and which parts of building a company should mov... ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/the-neon-show-862453/episodes/when-founders-should-quit-their-startups-with-matt-macinnis-coo-rippling/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/the-neon-show-862453/when-founders-should-quit-their-startups-with-matt-macinnis-coo-rippling.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.