Kevin O’Leary – Startup Investor Profile

Kevin O’Leary, Chairman of O’Leary Ventures and Beanstox, focuses on investing in high-quality dividend-paying companies with low volatility and diversified portfolios. He has a track record of success in business and investing, with experience as a Strategic Partner at WonderTrust and as the Founder of O’Leary Financial Group. O’Leary is the Chairman of O’Shares Investments, a provider of ETFs for long-term wealth management. He is a Strategic Investor at WonderFi and the Chairman of Beanstox, an automated investment advisory service. O’Leary’s average investment size is $213,575, with an average equity stake of 17%. He holds an MBA from Ivey Business School and a Bachelor’s degree from the University of Waterloo.

Location: Boston, MA

Country: Canada

Investment Regions:

Investment Stages: pre-seed, seed

Website: kevinoleary.com

AI Reasoning: I found recent reporting that Kevin O’Leary invested in the Minneapolis startup Tavolo. Article references show this investment in 2025 (within last 6 months). The last known investment – Tavolo – was reported within the last 6 months, classifying 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.