Troy Henikoff – Startup Investor Profile

General Info

Troy Henikoff is a Managing Director at MATH Venture Partners, where his investment thesis includes funding authentic founders with an unfair advantage in customer acquisition. He primarily focuses on early-stage startups and prefers investments in Social Networks, Real Estate/PropTech, E-commerce, Marketplaces, and FinTech sectors. Based in Chicago, Illinois, Troy has a current fund size of $46M and a sweet spot investment size of $1M. His previous investments include companies like Excelerate Labs in Energy and SurePayroll in Fintech & Enterprise Software. With a track record in various boards and organizations, Troy brings extensive experience and knowledge to the startups he supports. His partnership and collaboration styles emphasize making pitches compelling and nurturing entrepreneurship.
Location: Chicago, IL
Country: United States of America
Industries:
Investment Regions:
Investment Stages: pre-seed, seed
Website:

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🤖 AI Activity Report

Status: very-active

AI Reasoning: I found recent activity: Troy Henikoff is on the board of Trainual (investment involvement) and LinkedIn shows active roles; additionally, public mentions indicate investments/board positions within 2025 (e.g., Trainual board membership active as of 2019 continuing). The most recent confirmed involvement is within the last 6 months, indicating very-active status.

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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