Who is Sean Chao?
"The Everything Guy"
I'm just a regular guy — a dreamer who wants to do right by himself, his family, his country, and the world. I've done a lot of things in my life, much of which I've honestly forgotten. All of it led here.
Professionally, I'm a program manager and serial entrepreneur based in the Washington DC–Baltimore area with more than twenty-two years across federal programs, cybersecurity, real estate, staffing, and small-business ownership. I currently run programs at Zen Strategics and Electrosoft, serve as Chief Strategy Officer at Dovetail Solutions, and own or lead a handful of other companies and affiliates.
I'm also an Army reservist of sixteen years, a realtor, an insurance broker, a notary, a firefighter, and a UAS pilot. The through-line is service: show up, take ownership, and make the outcome someone else's win.
Sean Today is where I put the commentary — the news, opportunities, and special topics I'd otherwise be arguing about over coffee.
The path
United States Army Reserve
All-source intelligence officer, financial management specialist, and now a commanding officer in his O5 career.
Cash-flow ownership
Built an ATM and vending placement portfolio across the greater DC region — the unglamorous engine behind everything else.
Consulting and strategy
Founded Sean Chao Consulting, then took the Chief Strategy Officer seat at Dovetail Solutions for dual-use technology.
Agencies and real estate
Launched My Executive Agency and iConnect Social while running SC Real Estate across Maryland and DC.
Federal programs
Program management at Electrosoft and Zen Strategics, delivering cybersecurity, cloud, and enterprise AI for agencies.
