5Side Strategy

At 5Side Strategy, we help startups, venture capital funds, and established companies navigate the complex intersection of innovation and national security. With experience building venture-backed startups, investing in and mentoring startups, building innovation programs within the DoD, and serving in operational combat roles in the military, our firm brings deep operational experience from both the battlefield and the boardroom. We specialize in: - Dual-use and defense tech strategy - Government engagement and federal contracting (SBIR, OTA, FAR) - Venture capital and startup advisory - Executive coaching for founders and operators - Leadership development grounded in real-world experience Our clients include national security-focused startups, DoD innovation organizations, dual-use investors, and defense leaders looking to translate cutting-edge technology into mission-ready capabilities. Whether you're building a venture-backed startup, investing in a dual-use startup, standing up a government engagement function, or preparing to scale in the federal space, 5Side gives you the insight, access, and strategic edge to win. Based in Washington, DC | Working nationally | Veteran-founded