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.

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The path

2009 →

United States Army Reserve

All-source intelligence officer, financial management specialist, and now a commanding officer in his O5 career.

2018 →

Cash-flow ownership

Built an ATM and vending placement portfolio across the greater DC region — the unglamorous engine behind everything else.

2021 →

Consulting and strategy

Founded Sean Chao Consulting, then took the Chief Strategy Officer seat at Dovetail Solutions for dual-use technology.

2023 →

Agencies and real estate

Launched My Executive Agency and iConnect Social while running SC Real Estate across Maryland and DC.

2025 →

Federal programs

Program management at Electrosoft and Zen Strategics, delivering cybersecurity, cloud, and enterprise AI for agencies.