Director, Business Development - DoD Military Family

Director, Business Development - DoD Military Family & Benefits

US remote. Preference will be given to candidates in San Antonio, TX or the Washington, DC/N. Virginia area.

Base salary: $180,000 to $230,000, plus commission and performance-based equity.

Agile Six is a federal digital services company built on a decade of delivery excellence inside the VA, including benefits systems modernization, digital services, and applied AI. Our track record is strong: fixed-price contracts, high CPARS scores, and a delivery culture built on autonomous teams and real accountability.

We are at an inflection point. As we graduate from SDVOSB set-aside eligibility, we have structured JV partnerships to preserve our competitive positioning. But the harder truth is this: we built our business as a self‑sufficient prime and never developed the sub and teaming relationships with mid and large firms that this next phase demands. The DoD military family and benefits market is dominated by other‑than‑small firms, and winning there requires relationship‑driven BD from someone who already knows how these buying communities operate and how teaming decisions actually get made.

The person we are looking for has ideally lived inside this space, whether from the government side, inside a prime's BD or capture function, or both. Someone who can walk into a conversation with a capture manager at a mid‑tier prime and be taken seriously. We know that person is rare. If you have most of what this role requires and are genuinely energized by building something from near‑zero in a market where the methodology gap is real and the mission matters, we want to talk.

This is Agile Six's first dedicated BD role focused on the DoD military family and benefits market. You will own the strategy and execution for breaking into DHA, DMDC, MC&FP, Army IMCOM, MEDCOM, and related warfighter support agencies, a mission space where our VA modernization heritage translates directly.

Agile Six helped build the digital front door for 9 million Veterans. Several of our people built the predecessor systems for military families before that. DHA is today at the starting line of a transformation that VA completed between 2017 and 2022. The firms currently holding DHA contracts have the vehicles and the relationships. They do not have the methodology. We do.

You will build the teaming pipeline from near‑zero. You will have full leadership support, a competitive compensation structure, and a direct path to meaningful ownership in a firm on an ESOP trajectory. If you have read about how the VA digital transformation happened, nodded along, and thought "we need this at DHA," we want to talk.

We care about what you bring in, but we care as much about what you walk away from. Bringing us revenue we cannot deliver well, or that does not align with how we operate, is worse than bringing us nothing. The judgment about which opportunities fit is part of the job, not an afterthought.

This is not a standard Director position at Agile Six. We are asking you to build a new book of business in a market where we have limited or no presence. You will operate with more autonomy than a typical hire and more accountability than a typical role. You will have direct access to company ownership, a seat in the strategic conversation, and an equity stake tied to what you build.

In return, we expect real traction within the first year. If it is not working, we will say so. If it is working, the upside is real.

This is not a quota‑driven, individual commission role. We are building a market development team that develops markets together, shares intelligence, and wins work we can actually deliver well. You will own your pipeline, but you will operate as part of a team. Senior leadership is active in relationship development and closing. Your job includes building presence, cultivating relationships, developing pipeline, and bringing the right people into the right conversations at the right time.

Some days you will close deals yourself. Some days you will set the table for someone else. The measure is what the team produces…