Kirby Winfield – Startup Investor Profile

Kirby Winfield is a Co-Founder and served as the Chief Executive Officer at Dwellable. He also served as Chief Executive Officer and President at AdXpose. Kirby Winfield is the Founding General Partner at Ascend Venture Capital and serves on the board of several companies. His investments focus on pre-seed and software companies. He invests primarily in AI-related companies. Ascend VC’s preferred check size ranges from $250K to $750K. Kirby Winfield is involved in AI investing and emphasizes solving problems with AI rather than focusing on the technology itself. He collaborates with entrepreneurs emphasizing substance over style and explores networking and collaboration opportunities.

Location: Seattle, WA

Country: United States of America

Investment Regions:

Investment Stages: pre-seed, seed

Website:

AI Reasoning: Found public reporting that Ascend VC (founded by Kirby Winfield) made notable investments including Overland AI and others; GeekWire article dated Apr 15, 2025 lists Overland AI as a notable investment and describes Ascend raising funds and recent activity in 2023-2025. Ascend’s portfolio activity includes investments within the last 6 months relative to the reference date, with Overland AI cited in 2025 coverage, indicating Kirby Winfield has invested within the last 6 months (startup: Overland AI). Therefore classify as very-active.

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.