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March 25, 2026
•Jesse LandryJesse Landry

Striveworks Raises Series B to Scale AI Operations for Defense and National Security

Striveworks just pulled in a Series B led by Washington Harbour Partners, amount undisclosed, which feels on brand. When you are building AI for defense and national security, you don’t exactly throw your numbers on a billboard and call it a day. You move with intent. Quiet capital, loud impact.

Founded in 2018 out of Austin, Texas, Striveworks came from a simple but dangerous realization. Models in production are only impressive until they fail in the wild. James Rebesco saw that firsthand after years inside Virtu Financial, where algorithms made real decisions with real consequences. The problem was never building the model. The problem was knowing when it stopped working. That gap is where Striveworks lives.

So they built Chariot. Not a demo. Not a science project. A full-stack AI operations platform designed to deploy, monitor, retrain, and govern models in environments where “try again” is not an option. Think edge deployments, contested environments, low connectivity, high stakes. The kind of places where AI either performs or becomes a liability.

And the market responded accordingly. Striveworks is now embedded in U.S. Army workflows, supporting domain awareness and Counter-UAS missions under Joint Task Force Southern Border. They are also part of the Anduril-led team on the Army’s Next Generation Command and Control initiative, working alongside names like Palantir and Microsoft. That is not participation. That is positioning.

Congratulations to James Rebesco and co-founder Craig Desjardins, along with Eric Korman and the broader team. This is what happens when technical depth meets operational reality. No hype cycles. No buzzword gymnastics. Just systems that work when they are supposed to.

Washington Harbour Partners stepping in here is not accidental capital. They understand government markets, and they know where AI is actually being operationalized, not just theorized. That alignment matters more than the check size ever will.

The takeaway is sharp if you are paying attention. AI is no longer judged by how well it trains. It is judged by how well it behaves under pressure, over time, in conditions that don’t care about your roadmap. Striveworks built for that from day one.

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Striveworks

Striveworks

Chariot AI operations platform for defense and national security: deploy, monitor, retrain, govern models in edge and contested environments; embedded in U.S. Army workflows

  • Austin
  • Founded 2018
Website

Key Executives

  • James Rebesco (Co-Founder)
  • Craig Desjardins (Co-Founder)
+1 more (coming soon)

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