# Andrew Wilkinson

> Andrew Wilkinson is a Canadian entrepreneur, investor, and author who built Tiny - a publicly traded holding company (TSX: TINY) often called 'the Berkshire Hathaway of the internet' - from a one-man design agency he started with $200 at age 20. Having dropped out of university after less than a year, he transformed a $6.50/hour barista gig into a billion-dollar empire of 32+ internet businesses including Dribbble, AeroPress, Letterboxd, and Serato. His 2024 memoir 'Never Enough: From Barista to Billionaire' became a USA Today bestseller and candidly explores why wealth didn't bring happiness, his ADHD diagnosis, and his commitment to giving away most of his fortune through the Giving Pledge.

- **Role:** Co-Founder & Chairman at Tiny Ltd.
- **Organizations:** Tiny Ltd., MetaLab, Tiny Foundation, Dribbble, AeroPress, Letterboxd, Serato Audio Research, WeCommerce (merged into Tiny)
- **From:** Victoria, British Columbia, Canada
- **Nationality:** Canadian
- **Education:** High School Diploma, Oak Bay High School, Journalism (dropped out), Ryerson University (now Toronto Metropolitan University)
- **Known for:** Built MetaLab into one of the world's largest digital design agencies - designed Slack's original UI among 100+ major products, Founded Tiny Ltd., now a publicly traded holding company (TSX: TINY) owning 32+ businesses with 900+ employees, Reached billionaire status by approximately age 34-36 (per CNBC)

## Career timeline

- **2001-2004** — Founded OnMacTeens.com, an Apple/Mac news site, as a teenager. Interviewed Steve Jobs in person at one of the first Apple Store openings.
- **2005-2006** — Enrolled in Journalism at Ryerson University, Toronto. Dropped out after less than one year to pursue web design full-time.
- **2006** — Working as a barista at $6.50/hour when two web designers at the cafe inspired him to teach himself web design. Landed first client for $500.
- **2006** — Founded MetaLab with $200. Operated solo but always used 'we' in pitches. Hit $250K revenue in year one with 50%+ margins.
- **2007-2012** — MetaLab grew to design interfaces for Slack, Google, Uber, Coinbase, Headspace, Amazon, and TED. Became one of the world's largest digital design agencies.
- **2009** — Chris Sparling joined MetaLab, beginning a long co-founder partnership.
- **2010-2018** — Lost approximately $10 million over 8-9 years on failed internal SaaS products including Flow (project management app). Pivotal learning experience.
- **2013** — Strategic pivot: Tiny stops launching businesses from scratch and begins acquiring profitable, bootstrapped internet companies - inspired by Warren Buffett's Berkshire Hathaway model.
- **2017** — Acquired Dribbble (designer portfolio network) for ~$5.5M for 70% stake - Tiny's first major acquisition. MetaLab became a Tiny subsidiary.
- **2017-2020** — Tiny acquired Creative Market, We Work Remotely, Castro, Unicorn Hunt, and others. Portfolio grew to 30+ companies.
- **2020** — WeCommerce Holdings went public on TSX Venture Exchange at $252M valuation. Bill Ackman invested ~20% stake.
- **2021-2022** — Reached billionaire status (per CNBC). Acquired AeroPress and Letterboxd through Tiny's fund.
- **2023** — Tiny Ltd. went public on TSX Venture Exchange (ticker: TINY) after merging with WeCommerce. Signed the Giving Pledge with wife Zoe Peterson.
- **2024** — Published memoir 'Never Enough: From Barista to Billionaire' (Sept 10, 2024) - became USA Today and National Bestseller. Donated 1,155,000 Class A Tiny shares to Tiny Foundation.
- **2025** — Tiny acquired majority stake in Serato Audio Research (DJ software). Tiny graduated from TSX Venture to main TSX (Oct 1, 2025). Won UVic Gustavson Distinguished Entrepreneur of the Year with Chris Sparling.

## Achievements

- Built MetaLab into one of the world's largest digital design agencies - designed Slack's original UI among 100+ major products
- Founded Tiny Ltd., now a publicly traded holding company (TSX: TINY) owning 32+ businesses with 900+ employees
- Reached billionaire status by approximately age 34-36 (per CNBC)
- Graduated Tiny from TSX Venture Exchange to main Toronto Stock Exchange (October 2025)
- Published USA Today and National Bestselling memoir 'Never Enough' (September 2024)
- Signed The Giving Pledge in 2023 with wife Zoe Peterson
- Named 2025 Distinguished Entrepreneur of the Year by UVic Gustavson School of Business
- Acquired iconic brands: AeroPress, Letterboxd, Dribbble, Serato Audio Research
- Built entire empire without raising venture capital
- Interviewed Steve Jobs as a teenager running OnMacTeens.com

## Latest updates

- **2026-03** — Tiny stock (TSX: TINY) trading at approximately $4.77. Q2 2025: $50M revenue (+4% YoY adj.), Adjusted EBITDA $8.2M (+22%), Recurring Revenue $13.2M (+37% YoY).
- **2025-10** — Tiny graduated from TSX Venture Exchange to the main Toronto Stock Exchange (TSX), alongside 8:1 share consolidation and share buyback program.
- **2025-09** — Wilkinson acquired additional Tiny shares, maintaining 51.0% controlling stake (119,965,445 shares post-consolidation).
- **2025-06** — Wilkinson and co-founder Chris Sparling received the 2025 UVic Gustavson Distinguished Entrepreneur of the Year Award at a gala in Victoria, BC.
- **2025-05** — Tiny acquired majority interest in Serato Audio Research Limited, the professional DJ software company.
- **2024-09** — Published 'Never Enough: From Barista to Billionaire' (Sept 10, 2024). Became USA Today and National Bestseller. Established Automatic Securities Disposition Plan for up to 2M shares; gifted shares to earliest Tiny employees.
- **2024-06** — Donated 1,155,000 Class A Tiny Ltd. shares to the Tiny Foundation as part of Giving Pledge commitment.

## Links

- Website: https://www.neverenough.com/
- LinkedIn: https://ca.linkedin.com/in/awilkinson
- Twitter/X: https://twitter.com/awilkinson
- Instagram: https://www.instagram.com/awilkinson/

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Profile page: https://yespress.io/andrew-wilkinson
Published by YesPress — https://yespress.io
Last updated: 2026-04-30