Charles Windsor

Active Investor

CEO at Oakwood Systems Group

St. Louis, Missouri

Charles Windsor, CEO at Oakwood Systems Group is an active investor based in St. Louis, Missouri. This profile covers what Charles Windsor backs, at which stage, and how founders can reach out in 2026.

Mr. Charles Windsor serves as Chief Executive Officer & Board Member at Oakwood. He served as President at Oakwood. He served as Consultant at Vertecon. Presently, he serves as Consultant at Vertecon. Prior to joining Vertecon (at the time, Primary WebWorks), Charles was a Senior Manager with Ernst & Young's Consulting Services Practice, where he was a key part of growing the business from $200 million to $2.5 billion in revenues. Earlier, Charles worked with Andersen Consulting in their Aerospace and Defense Practice. He holds an MBA (Master of Business Administration) in Finance from Boston University.

Investor type: Angel
Stages: Pre SeedSeed
Invests in: Artificial IntelligenceSaaS & EnterpriseConsumer & RetailDeveloper Tools & DataCybersecurityIoT & Connected DevicesMarketing & AdTechLegalTech
Location: St. Louis, Missouri
Typical check: $150K

How to reach Charles Windsor

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Frequently Asked Questions

What does Charles Windsor invest in?

Charles Windsor invests in Artificial Intelligence, SaaS & Enterprise, Consumer & Retail and Developer Tools & Data, typically at Pre Seed and Seed. Match your sector and stage, then reach out with a personalized pitch.