George Easley – Startup Investor Profile

George Easley is a results-delivering Chief Executive Officer, Chief Operations Officer, and Chief Revenue Officer. He has a record of profitable growth through strategic acumen and creative problem-solving. George’s professional career includes roles like Chief Executive Officer at DoubleRadius, Inc., Chief Revenue Officer at Encore Bank, and Vice President positions at Windstream Communications and Alltel Wireless. He is described as an individual investor with the Outsiders Fund, having made partner investments like the Series A round for PaintJet. His investment stage focus is on early-stage ventures as an early-stage venture capital firm based in New York. George Easley’s investment preferences indicate a geographical focus on North America, specifically New York. He typically writes checks of around $100,000. His collaboration style is demonstrated through partnerships such as with Planned team, showcasing a collaborative and supportive approach.

Location:

Country: United States of America

Investment Regions:

Investment Stages: pre-seed, seed

Website:

AI Reasoning: Evidence found: Outsiders Fund led PaintJet’s $10M Series A on December 20, 2023; George Easley is quoted as Principal at Outsiders and listed as a board observer at PaintJet starting November 1, 2023. The most recent known investment involvement is Dec 20, 2023, which is less than 6 months before the reference date used for classification (Nov 1, 2025 indicates a shorter interval than 6 months? Correction: calculating interval from Dec 20, 2023 to Nov 1, 2025 is 22 months – however George Easley has activity in 2025 per LinkedIn post dated Mar 25, 2025 announcing an investment (Flight Science) where Outsiders Fund participated and George Easley posted about the investment. That March 25, 2025 activity is within 6 months of Nov 1, 2025? From Mar 25, 2025 to Nov 1, 2025 is 220 days (~7.3 months). But there is also evidence of investments by Outsiders Fund in 2025 (Tracxn shows 3 new investments in last 12 months as of Oct 18, 2025). George Easley’s LinkedIn post on Mar 25, 2025 indicates direct involvement in an investment then. From Mar 25, 2025 to Nov 1, 2025 is greater than 6 months, thus falls into the “active” (between 6 and 12 months) category. Given this, the correct tag is “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.