Our approach to private equity
We invest across sectors in private markets, including venture capital, growth equity, and leveraged buyouts. We seek to invest with leaders who bring a proven track record of success.
We seek to:
- Generate high risk-adjusted returns
- Align investments with values
- Minimize risk and preserve capital
Real Time Medical Systems
An industry-leading analytics solution that turns post-acute health records into actionable insights. White Oak Enterprises was an early investor in the company.

Real Time Medical Systems is an industry-leading interventional analytics solution that turns post-acute electronic health records data into actionable insights. Serving healthcare organizations nationwide, Real Time improves value-based care outcomes by reducing hospital readmissions/admissions, accurately managing reimbursements, detecting early signs of infectious disease, automating antibiotic surveillance, and advancing care coordination through post-acute data transparency.
White Oak Enterprises was an early investor in Real Time Medical Systems and has supported the company through its growth.

Leadership

Pam Williams
Director
Arena Analytics
A leading provider of predictive analytics, data science, and artificial intelligence for identifying and retaining talent. White Oak Enterprises was an early investor in the company.

Arena Analytics helps organizations build more productive and equitable workforces while empowering individuals to uncover and pursue opportunities where they are likely to thrive. The company’s goal is to rewire the labor market by applying predictive analytics, data science, and artificial intelligence to transform the way that organizations identify, match, and hire people. By revealing each applicant’s likely performance, the Arena solution is transforming the process of hiring from one based on perception and unconscious bias to one based on facts and predictive outcomes.
White Oak Enterprises was an early investor in Arena Analytics and has supported the company through its growth.

Leadership

Chuck Ledsinger
Director
Stackpoint
Stackpoint is the first venture studio dedicated to building and funding startups in hard-to-penetrate legacy industries, including real estate, insurance, and construction, with a sharp focus on vertical AI. White Oak Enterprises is a seed capital sponsor of Stackpoint’s second studio and fund.

Stackpoint is a venture studio that conceives, funds, and builds tech companies in large, hard-to-penetrate legacy industries, such as real estate, insurance, and construction. With deep industry expertise and a sharp focus on vertical AI, it’s uniquely positioned to unlock massive opportunities in sectors ripe for disruption.
Stackpoint uncovers opportunities others overlook through its proprietary problem discovery process, combining in-house research with deep industry collaborations. It de-risks the path to product-market fit for portfolio companies with a full-stack team, dedicated capital, and a powerful network of industry partners, VCs, and top-tier talent—driving a Seed-to-Series A graduation rate three times the industry average.
Stackpoint’s founders, Adam Pase and Chris Kelly, are proptech industry pioneers who navigated multiple businesses from conception through scale to create over $2b of combined equity value.
