# Tim Craycroft

> Tim Craycroft is a veteran technology executive who spent over two decades building the plumbing behind digital advertising. After 14 years at Amazon - where he helped architect their multi-billion dollar ads business and opened the Boulder ad tech office - he joined Google in 2020 as VP & GM of Google Advertising, overseeing YouTube, apps, and display ads. In September 2025, he took center stage at the Google ad tech antitrust remedies trial, testifying about internal analyses (Project Sunday and Project Monday) that explored divesting AdX and DFP. He's now joined Flywheel as Senior VP of Engineering. An early cloud storage pioneer who co-founded i-drive.com in the late 1990s, Craycroft brings Dartmouth computer science roots and a Boulder, Colorado sensibility - equal parts algorithm and altitude.

- **Role:** Senior VP of Engineering at Flywheel
- **Organizations:** Flywheel, Google, Checkr, Amazon.com, EMC Corporation, i-drive.com
- **Nationality:** American
- **Education:** BA with Honors in Computer Science, Dartmouth College
- **Known for:** Co-founded i-drive.com, one of the earliest cloud storage companies, in the late 1990s, Helped build Amazon's multi-billion dollar advertising business over 14 years, Led Amazon's advertising technology expansion in Boulder, Colorado (2017)

## Career timeline

- **1989-1993** — BA with Honors in Computer Science, Dartmouth College
- **~1993-1999** — Engineer at Apple and Netscape
- **~1999-2004** — Co-founded i-drive.com (early cloud storage); served as CTO and CEO
- **~2004-2006** — Director of Enhanced Storage Platforms at EMC Corporation
- **2006-2020** — 14 years at Amazon.com, rising to VP of Multichannel Advertising; led advertising product and technology
- **2017** — Led opening of Amazon's Boulder, Colorado advertising technology office
- **2019** — Angel invested in TrueCoach seed round ($2M); company later acquired April 2020
- **2020** — Joined Checkr as Chief Product Officer
- **2020-2021** — Joined Google as VP & GM, Google Advertising; replaced Sissie Hsiao
- **2022** — Led YouTube advertising at Brandcast upfront; expanded YouTube CTV and Shorts ad offerings
- **2025** — Testified in Google ad tech antitrust remedies trial (September); discussed Project Sunday and Project Monday internal analyses
- **2026** — Joined Flywheel as Senior VP of Engineering

## Achievements

- Co-founded i-drive.com, one of the earliest cloud storage companies, in the late 1990s
- Helped build Amazon's multi-billion dollar advertising business over 14 years
- Led Amazon's advertising technology expansion in Boulder, Colorado (2017)
- Served as VP & GM Google Advertising, overseeing YouTube, apps, and display ad products
- Testified as key Google witness in DOJ ad tech antitrust remedies trial (2025)
- Disclosed classified Google internal analyses (Project Sunday, Project Monday) examining potential AdX/DFP divestiture
- Successfully expanded YouTube advertising into CTV, Shorts, and shoppable video formats
- Angel investor exit: TrueCoach seed investment returned via acquisition (2020)

## Latest updates

- **2026-05** — Serving as Senior VP of Engineering at Flywheel following 16-year run at Google
- **2025-09** — Testified in Google ad tech antitrust remedies trial; disclosed Project Sunday and Project Monday internal divestiture analyses
- **2025-09** — Confirmed Google has no plans to reduce AdX's 20% take rate

## Links

- LinkedIn: https://www.linkedin.com/in/tcraycroft/
- YouTube: https://www.youtube.com/user/tjcraycroft

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Profile page: https://yespress.io/tim-craycroft
Published by YesPress — https://yespress.io
Last updated: 2026-05-29