Aileen Lee – Startup Investor Profile

General Info

Aileen Lee is the Founder and General Partner at Cowboy Ventures. She focuses on investing in technology startups that reimagine work and life. Aileen partners with early-stage enterprise and consumer-oriented teams to build pioneering products. Cowboy Ventures primarily operates as a seed-stage fund, with Aileen actively involved in the earliest stages of startups and continuing support through various growth phases. She has a broad geographical preference, with a particular interest in U.S.-based startups. Aileen has an exceptional track record and professional career, known for coining the term ‘unicorn’ to describe startups valued over $1 billion. She has invested in companies like Bloom Energy, Dollar Shave Club, and Rent the Runway. Aileen’s investment check sizes range from $100K to $2.0M, with a sweet spot of $1M. She values partnership and collaboration, actively working with teams to bring visionary ideas to fruition.
Location: Palo Alto, CA
Country: United States of America
Industries:
Investment Regions: EU, NA
Investment Stages: pre-seed, seed
Website:

angel-individual
EU, NA

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🤖 AI Activity Report

Status: very-active

AI Reasoning: Cowboy Ventures and Aileen Lee show recent activity in 2025 (firm blog posts Jan-Sep 2025 and team hires). Cowboy’s portfolio pages and news indicate investments and portfolio updates in 2025; for example, Cowboy lists portfolio activity (LaunchNotes) and site posts in 2025. Evidence of investment-related activity within the last 6 months places Aileen Lee in the most active bucket. The investor has made investments or firm activity within less than 6 months (examples: portfolio updates and firm hires in early 2025 and a blog post in Sep 2025).

Angel activity thresholds:
Low Activity – Only known angel investments more than 12 months ago.
Active – Known angel investments between the last 12 and 6 months.
Very Active – Known angel investments in the last 6 months.

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