White Oak Enterprises
White Oak Enterprises is a professional family office and investment platform that prioritizes strategic initiatives spanning multiple verticals including public investments, private equity, real estate and climate impact. Our firm is built upon the legacy of Stewart Bainum, Sr., who founded nursing home and hospitality chains HCR Manor Care and Choice Hotels International, two of the largest operations of their kind. Today, we serve the investment and professional services needs of the second, third and fourth generations of the Bainum family. Our purpose is to support our clients in protec
Investing activity
White Oak Enterprises appears in 1 AI deal tracked by the Lounge deals desk. The rounds are mostly Seed, with a median round size of $7M. The most recent is Ladder Health (Seed, $7M, Jun 2026).
White Oak Enterprises most often invests alongside Nina Capital, 25madison Health, South Dakota First Capital and Groove Capital, and the companies it backs on Lounge are mostly in AI.
Deals
Frequently asked questions about White Oak Enterprises
What AI companies has White Oak Enterprises invested in?
White Oak Enterprises's AI investments include Ladder Health. The 1 round on Lounge are listed on this page with amounts, dates and co-investors.
Where is White Oak Enterprises based?
White Oak Enterprises is based in Washington, District of Columbia, United States.
What stage does White Oak Enterprises invest at?
In the rounds tracked on Lounge, White Oak Enterprises has invested at Seed, with a median round of $7M.
Who does White Oak Enterprises co-invest with?
White Oak Enterprises's most frequent co-investors on Lounge are Nina Capital (1 deal), 25madison Health (1 deal), South Dakota First Capital (1 deal), Groove Capital (1 deal) and Create Health Ventures (1 deal).
How can founders reach White Oak Enterprises?
Founders on Lounge can see White Oak Enterprises's contact details in AI Investor Contacts (paid plans), check for a warm introduction through members who worked with the firm under Warm Paths, and add White Oak Enterprises to their Investor Pipeline to track the conversation.