Location: San Diego, CA (In-person only)

Make your network work for you.

Help modernize government cybersecurity—and earn up to $300K+ doing it.

Pylon is a fast-moving cybersecurity startup serving the Department of Defense. Our software cuts manual work, boosts security, and reduces waste. We helped the Defense Health Agency save $25M—and now we’re scaling through direct sales and strategic reseller partnerships

We’re hiring a Director of Sales to lead both sides of our go-to-market strategy—direct government sales and reseller partnerships. You’ll work directly with founders and move fast without red tape.

Why join us

• $240K–$300K+ total comp (base + commissions + bonuses)
• End-to-end ownership of both direct and partner sales strategy
• Direct access to leadership and decision-makers
• Real impact at a startup modernizing cybersecurity for government agencies

Responsibilities

• Own the full sales cycle for direct government deals—from prospecting to close
• Build and manage relationships with key DoD buyers and acquisition teams
• Recruit, activate, and support high-performing resellers and integrators
• Navigate federal procurement programs (GSA, SEWP, DoD ESI, etc)
• Drive pipeline growth and forecast revenue in Hubspot
• Represent Pylon at top industry events (AFCEA, NDIA, TechNet, etc.)
• Collaborate with marketing on sales materials, training, and partner enablement

Requirements

• Proven success in direct federal sales and/or channel management
• Strong federal network and ability to turn connections into revenue
• Expertise in government procurement and contract vehicles
• CRM proficiency (HubSpot or similar)
• Familiarity with DoD cybersecurity frameworks (RMF, NIST) is a plus

Compensation & Benefits

• Base salary: $90,000 – $150,000
• OTE: $240,000 – $300,000+ (commissions and bonuses)
• Incentives: Reseller recruitment bonuses and revenue accelerators
• Insurance: 100% employer-paid health, dental, vision, and life (you + family)
• Retirement: 401K with company match
• Time off: Unlimited PTO (manager approval required)
• Perks: $50/month internet reimbursement + $100/quarter “Fun Funds”

Apply now

Ready to put your network to work and help modernize how government agencies manage and secure their infrastructure? Apply today.