Executive Spotlight: Matt MacInnis, Chief Product Officer of Rippling
Matt MacInnis is the Chief Product Officer of Rippling, the workforce software company that sells HR, IT and finance tools in one system. He oversees development of Rippling's HCM, Payroll, IT and Spend suites.
Before Rippling he co-founded and ran Inkling, a mobile learning company, and earlier spent eight years at Apple working on education and the sciences.
This page uses public professional information only.
Current role and company
Rippling's own author page and a 2025 Transform conference speaker page both give his title as Chief Product Officer. Some lists of Rippling's leadership describe him as President and Chief Product Officer, but none of the pages read for this profile confirmed the President title, so this page uses Chief Product Officer. Rippling's about page names Parker Conrad as co-founder and CEO.
- CompanyRippling, founded in 2016 and described by New York State as selling software for HR, IT and finance in one system (December 2025).
- TitleChief Product Officer.
- ScopeDevelopment of the HCM, Payroll, IT and Spend suites (Transform speaker bio).
Career path
- Apple. He spent eight years at Apple, growing the use of its products in education and the sciences, per Rippling's author page. The Transform bio calls him a marketing executive there.
- Inkling, 2009. He co-founded the company with Josh Forman and Robert Cromwell in August 2009 and became CEO (Wikipedia, used as a pointer). Rippling's bio says it raised over $100 million before a 2018 acquisition.
- Rippling. He is now its Chief Product Officer. Older third-party profiles describe him as chief operating officer; the fetched Rippling pages give only the current title.
Education: an electrical and computer engineering degree from Harvard, per Rippling's author page.
What he is known for
- Leading Rippling's product organization. Rippling says he leads product across its HCM, Payroll, IT and Spend suites.
- Building Inkling. He founded a mobile learning platform that, by Wikipedia's account, had raised $95 million as of 2016.
- Apple education work. His Apple years centered on education and science customers.
Sources disagree on Inkling's exit. Rippling's bio says it was acquired in 2018, while Wikipedia says it was sold to Echo360 in May 2024 and does not mention 2018. This page does not resolve the conflict.
Leadership style and philosophy
The pages read for this profile contain no direct quotes or talk transcripts from MacInnis, so this page does not characterize his leadership style. His own interviews and talks, including his conference appearances, are the place to look.
Key numbers
Company-reported or government-reported figures, with the period where known.
- Funding raised$1.8 billion from investors including Kleiner Perkins, Founders Fund, Sequoia and Bedrock (Rippling newsroom, undated).
- New York jobs371 new full-time jobs planned (New York State, December 10, 2025).
- New York staffMore than 500 employees in New York City (December 2025).
- New officeMore than 130,000 square feet at 330 West 34th Street (December 2025).
- Inkling funding$95 million raised as of 2016 (Wikipedia).
What to watch next
Worth tracking: Rippling's product launches across its four suites and any update to the leadership page that clarifies MacInnis's title.
Questions people ask
Who is Matt MacInnis?
He is Rippling's Chief Product Officer and the former co-founder and CEO of Inkling.
What is Matt MacInnis's current role?
Chief Product Officer at Rippling, per Rippling's author page and a 2025 Transform speaker bio.
Is Matt MacInnis also President of Rippling?
Some listings say President and Chief Product Officer, but the Rippling pages read here give only Chief Product Officer.
What did Matt MacInnis do before Rippling?
He co-founded and led Inkling and spent eight years at Apple on education and science products.
Where did Matt MacInnis study?
He has an electrical and computer engineering degree from Harvard.
Sources
- Rippling: Matt MacInnis author page · Title, Inkling and Apple background, education
- Transform 2025: Matt MacInnis · Title, product scope, photo
- Rippling newsroom · Funding raised
- Rippling about page · CEO and co-founder
- New York Governor: Rippling expansion (December 10, 2025) · Founding year, jobs, headcount, new office
- Wikipedia: Inkling (company) · Inkling founding and funding, pointer only
Facts were read from the linked pages on October 31, 2026, partly through a fetch tool that returns summaries, so confirm details on the original pages. The hero photo is the headshot from his Transform 2025 speaker page, centered on a card. This page covers public professional information only.
Top photo: Transform 2025 speaker page (register.transform.us)