Director, DoD Military Family & Benefits

Agile Six ApplicationsWashington, DC
Remote

About The Position

Agile Six is seeking a Director, DoD Military Family & Benefits to lead their business development efforts in the DoD military family and benefits market. This is a new role focused on building a book of business from near-zero, requiring significant autonomy and accountability. The ideal candidate will have deep experience within this specific market, either from the government side or within a prime contractor's business development or capture function. The role involves developing strategy and execution for breaking into key agencies like DHA, DMDC, MC&FP, and Army IMCOM, leveraging Agile Six's VA modernization heritage. Success will be measured by establishing relationships, closing teaming arrangements, activating JV partnerships, and building a robust pipeline within the first year. The position emphasizes delivery-informed BD, where sales efforts are grounded in the company's actual execution capabilities. Compensation includes a base salary, commission, performance-based equity, and an ESOP trajectory.

Requirements

  • 8+ years in business development, capture, or program management in DoD digital health, military family, or benefits.
  • Active, current relationships inside DHA J-6, DMDC, MC&FP, Army IMCOM, or MEDCOM program offices.
  • Direct experience inside a mid or large prime's BD or capture function, or as a government program manager with direct prime relationships.
  • Demonstrated history of successful teaming arrangement execution.
  • Fluency in GovCon BD mechanics: PTW analysis, gate reviews, capture strategy, teaming agreements.
  • Fluency with the programs being targeted: milConnect, MHS GENESIS, MySECO, DHA CDAO initiatives, caregiver and survivor benefits.
  • Entrepreneurial orientation; focus on building, not maintaining.

Nice To Haves

  • Experience in benefits, case management, or health IT in a DoD or federal health context.
  • Familiarity with USDS-style delivery, agile at scale, or digital services modernization.
  • Prior work with SDVOSB, 8(a), or other socioeconomic JV structures.
  • Experience on task order vehicles: CIO-SP4, OASIS+, DHA IDIQs, or similar.
  • Track record recruiting and managing sub BD relationships at the small business level.
  • Demonstrated ability to use AI tools in own work: research, pipeline analysis, competitive intelligence.
  • Comfort with ambiguity and appetite for building in a market where the infrastructure does not yet exist.

Responsibilities

  • Own end-to-end BD pipeline for DHA, MC&FP, Army IMCOM, MEDCOM, and warfighter family support agencies, including building relationships, managing the pipeline, and identifying opportunities before solicitations.
  • Identify, cultivate, and close teaming arrangements with mid and large prime contractors in the military health and family benefits space, prioritizing partners needing modern HCD and AI-enabled delivery capability.
  • Activate Initial Six and Theta Six JV partnerships for 8(a) task order pursuit at DHA and DMDC, working with JV partners to identify and close initial DoD task orders with Agile Six as the named delivery sub.
  • Work directly with delivery leadership to ensure teaming arrangements and pursuits are grounded in Agile Six's execution capabilities, protecting the company's methodology.
  • Prioritize FFP subcontract arrangements that preserve team autonomy.
  • Represent Agile Six at industry conferences such as DHITS, HIMSS Federal, and other DoD health and military family program conferences.
  • Serve as Agile Six's primary intelligence source on the DHA and IMCOM procurement landscape, upcoming opportunities, and competitor positioning.
  • Represent Agile Six's applied AI capabilities credibly in program office and partner conversations, and use AI tools actively in BD practice.
  • Own and manage the DoD BD pipeline in Groundwork, the internal CRM.

Benefits

  • Self-managed work/life balance and flexibility
  • Competitive and equitable salary
  • Employee Stock Ownership (ESOP) for all employees!
  • Annual performance bonuses tied to team and individual objectives
  • 401(k) matching
  • Medical, dental, and vision insurance
  • Employer paid short and long term disability insurance
  • Employer paid life insurance
  • Self-managed and generous paid time off
  • Paid federal holidays and two floating holidays
  • Paid parental leave
  • Self-managed professional development spending
  • Self-managed wellness days
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