When Founders Should Quit Their Startups with Matt MacInnis | COO Rippling
The Neon Show
- Published
- February 7, 2026
- Duration
- 1h 20m
- Summary source
- description
- Last updated
- Aug 23, 2026
Discusses Matt MacInnis spent 6 years as COO at Rippling and now leads as CPO. He joined Rippling in 2019, whe…
Summary
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 operat…
Intelligent Report
Sign in to read teasers, or upgrade to Research Pro to commission intelligent report for this episode. Learn more →
Show notes
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 move fa