Andrew Wilkinson

Operator Angel

Co-Founder & Executive Chairman, Tiny

Co-founder of Tiny internet holding company

Victoria, British Columbia, Canada (global acquisitions)$250K–$2M (angel); acquisitions typically $5M–$50M+ (Tiny) checks7 notable investments

AngelPre-SeedSeed

Website LinkedIn 𝕏@awilkinson Tiny Crunchbase

ConsumerEnterprise SaaSCommerceMediaDeveloper Tools

Background

Andrew Wilkinson co-founded Tiny in 2007 alongside Chris Sparling, building a Warren Buffett-style holding company for profitable internet businesses headquartered in Victoria, British Columbia. Tiny has grown to manage over 32 majority-owned companies with roughly 900 employees, including well-known brands like Dribbble, Letterboxd, AeroPress, and MetaLab. Wilkinson founded MetaLab in 2006 at age 19 as a design agency before pivoting to acquisitions. As of 2025 Tiny reported total revenue of $194.2 million. He is also a personal angel investor in early-stage software companies, and authored the book Never Enough.

Investment Thesis

Acquires profitable, cash-flowing internet businesses from founders who want to step back; prefers simple, predictable businesses over high-growth moonshots.