Director of Contracts

At System High, We Burn Blue.
That’s more than a motto, it’s our mindset.

To Burn Blue means showing up with unwavering integrity, excellence, and purpose. We hold ourselves to the highest standards because the mission, the nation, and our teams depend on it.

We lead with expertise, act with ownership, and always stay a step ahead. Our people are empowered to make smart decisions, move with urgency, and deliver results that matter. Our customers trust us because we bring relentless commitment and a deep sense of responsibility to everything we do.

If you're ready to make a real impact and serve something greater than yourself, you're in the right place.

As Director of Contracts, you’ll shape how we grow. You will be leading a high-impact team that ensures every agreement drives mission success, mitigates risk, and fuels innovation across our technical and labor portfolios. This role sits at the intersection of strategy, compliance, and business execution, partnering with leaders across Growth, Operations, and Finance to translate opportunity into smart, compliant solutions.

What You’ll Do

Strategic Leadership

• Develop and implement contract strategies that align with business objectives, drive revenue, and reduce risk
• Serve as a trusted advisor to senior leadership on contractual, financial, and regulatory matters
• Lead enterprise-level initiatives to modernize contract processes and improve visibility across the organization

Team & Culture

• Lead and mentor a talented contracts team (administrators, coordinators, and managers), fostering professional growth and accountability
• Promote a culture of partnership, transparency, and operational excellence
• Create scalable systems and workflows that support both current and future growth

Operational Excellence

• Oversee contract negotiation, drafting, and management across labor services and technical solutions
• Partner with Growth teams to develop proposals, pricing strategies, and negotiation frameworks
• Manage contract reviews, renewals, and modifications to ensure compliance and continuity
• Analyze performance metrics and provide data-driven insights to inform leadership decisions

Risk & Compliance

• Ensure adherence to federal regulations, company policies, and DCAA requirements
• Conduct risk assessments for complex agreements and implement effective mitigation plans
• Oversee contractual actions such as NDAs, Teaming Agreements, Reps & Certs, contract types, purchase orders, pricing spreadsheets, task orders, and GSA documentation

Must Haves

• Active Security clearance (or eligibility to obtain one)
• Bachelor’s degree in Business, Law, or a related field
• 10+ years of progressive experience in contracts management, ideally within government contracting or a technical services environment
• Proven experience leading a contracts organization, including direct management of contracts professionals, development and implementation of enterprise-wide contract strategies and policies, and oversight of large, complex contract portfolios with significant financial and operational impact.
• Proven ability to lead large contract portfolios and high-performing teams
• Strong understanding of contract law, federal acquisition regulations, and industry standards
• Excellent negotiation and relationship management skills with both internal and external stakeholders
• Experience with Costpoint or similar contract management systems

Nice to Haves:

• CPCM or CFCM certification
• Experience modernizing contract processes through technology or automation

Employee Benefits:

• Company paid medical, life, disability, and core vision coverage
• 401k with immediate eligibility and a four percent company match
• Health Savings Account with a company contribution
• Paid time off with cash out option
• Eleven paid holidays
• Paid family and medical leave
• Tuition assistance up to five thousand two hundred fifty dollars per year
• Covered professional certifications and training
• Commuter benefits
• Pet benefits

Physical Requirements:

• Must be able to remain in a stationary position 50% of the time. The person in this position needs to occasionally move about inside the office 
• Constantly work with computers and other information technology equipment

We are committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender, gender identity or expression, veteran status, or any other characteristic protected by law. We are proud to be an equal opportunity workplace.

If you require a reasonable accommodation to apply for a position with Ridgeline International through its online applicant system, please contact Ridgeline's Talent Management Department at (703) 544-2424 or contact us through e-mail at [email protected]

This job description is intended to outline the primary responsibilities of the role but is not an exhaustive list of all duties required. Additional tasks, responsibilities, and assignments may be necessary based on business needs.

In compliance with federal law, all new hires must verify their identity and eligibility to work in the United States and complete the required employment verification documentation upon hire.

System High is a military-friendly employer. Our extensive work supporting the U.S. government provides veterans with an opportunity to continue serving their country in a new and meaningful way while building a successful civilian career.

System High Corporation is an Equal Opportunity/Affirmative Action Employer. We welcome applicants of all backgrounds and consider candidates without regard to race, color, religion, age, national origin, ancestry, ethnicity, gender, gender identity, gender expression, sexual orientation, marital status, veteran status, disability, genetic information, citizenship status, or any other characteristic protected by federal, state, or local law.