Director, DoD Military Family & Benefits (GovCon)

TL;DR

Director, DoD Military Family & Benefits (GovCon): Developing a new book of business in the DoD military family and benefits market with an accent on building teaming pipelines and establishing relationships with mid-to-large prime contractors. Focus on leveraging modern HCD and AI-enabled delivery methodologies to win software modernization contracts in a relationship-driven procurement landscape.

Location: US Remote (Preference for San Antonio, TX or Washington, DC/N. Virginia). Must be authorized to work in the U.S.

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

Company

A federal digital services company specializing in benefits systems modernization and applied AI for the VA and DoD.

What you will do

• Own the end-to-end BD pipeline for DHA, MC&FP, Army IMCOM, and MEDCOM.
• Identify and close teaming arrangements with mid and large prime contractors for software modernization work.
• Activate JV partnerships for 8(a) task order pursuits at DHA and DMDC.
• Collaborate with delivery leadership to ensure every pursuit is grounded in executable capabilities.
• Represent the company at industry conferences such as DHITS and HIMSS Federal.
• Utilize AI tools for market research, pipeline analysis, and competitive intelligence.

Requirements

• 8+ years in business development, capture, or program management in DoD digital health or military benefits.
• Active, current relationships inside DHA J-6, DMDC, MC&FP, or Army IMCOM program offices.
• Direct experience within a mid or large prime's BD/capture function or as a government program manager.
• Demonstrated history of successful teaming arrangement execution.
• Fluency in GovCon BD mechanics, including PTW analysis and capture strategy.
• Must be authorized to work in the U.S. (Visa sponsorship is not available).

Nice to have

• 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 with task order vehicles like CIO-SP4, OASIS+, or DHA IDIQs.
• Proficiency in using AI tools for professional research and pipeline analysis.

Culture & Benefits

• Employee Stock Ownership (ESOP) and performance-based equity.
• 401(k) matching and comprehensive medical, dental, and vision insurance.
• Self-managed work/life balance, flexibility, and generous paid time off.
• Annual performance bonuses tied to team and individual objectives.
• Employer-paid life and disability insurance, and paid parental leave.
• Self-managed professional development and wellness spending.