[Hiring] Vice President, Federal Contracting Strategy & Compliance @Oak View Group

Role Description

The Vice President of Federal Contracting Strategy & Compliance is responsible for building and strengthening the organization’s infrastructure to pursue, win, and manage U.S. federal government contracts. This role oversees enterprise-wide efforts to scale federal contracting capabilities while ensuring adherence to all applicable federal acquisition regulations, compliance frameworks, operational controls, and reporting obligations.

This position serves as a strategic leader and cross-functional program owner, partnering with executive leadership, legal, compliance, risk, finance, HR, IT, cybersecurity, operations, procurement, and business development teams to establish, implement, and monitor the infrastructure, policies, systems, and governance necessary to operate successfully within the federal contracting environment.

This role requires expertise in federal contracting regulations, organizational change management, compliance implementation, risk mitigation, and operational transformation.

This role pays an annual salary of $180,000-$275,000 and is bonus eligible.

Responsibilities

• Federal Contracting Strategy & Transformation
  • Lead the organization’s federal contracting program, including development and execution of a strategic roadmap for expanding federal business operations.
  • Establish strategic priorities, timelines, governance structures, and organizational accountability for federal contracting initiatives.
  • Advise executive leadership on federal market entry strategy, risk exposure, compliance obligations, and operational readiness.
  • Develop scalable, cross-departmental, operational frameworks to support long-term federal contracting growth.
• Regulatory Compliance & Governance
  • Ensure organizational compliance with applicable federal regulations and standards, including:
    • Services Contract Act (SCA)
    • Federal Acquisition Regulation (FAR)
    • Applicable Executive Orders (EOs)
    • Contractor business ethics and compliance requirements
    • Iterative cybersecurity and data protection requirements and proposed system architectures (FIPS, PCI-DSS, ISO, FedRAMP, etc.)
    • Labor law and affirmative action obligations
  • Ensure organizational compliance with all relevant contracts.
  • Oversee implementation of policies, procedures, and internal controls required for federal contractor operations.
  • Coordinate organizational readiness for audits, assessments, certifications, and government reviews.
  • Monitor regulatory changes and assess operational impact across the enterprise.
• Registration & Certification Management
  • Oversee all federal contract registrations and certifications, including, as applicable:
    • System for Award Management (SAM)
    • Unique Entity Identifier (UEI)
    • Small business or socioeconomic certifications
    • Representations and certifications filings
  • Ensure timely renewals and ongoing compliance documentation.
• Cross-Functional Program Leadership
  • Partner with Business, Legal, HR, Finance, Procurement, IT, Compliance and other department leaders to implement federal contractor requirements across all business functions.
  • Lead enterprise change management initiatives related to federal contracting operations.
  • Coordinate development of compliant recordkeeping, procurement, subcontracting, cybersecurity, and reporting processes.
  • Facilitate training and awareness programs for leadership and employees regarding federal contracting obligations.
• Risk Management & Internal Controls
  • Proactively identify operational risks and enhancement opportunities associated with federal contracting activities.
  • Develop risk mitigation strategies, corrective action plans, and process improvements.
  • Establish internal monitoring and reporting mechanisms to ensure ongoing compliance and audit preparedness.
  • Support investigations, reporting requirements, and remediation activities related to compliance matters.
• Business Development Support
  • Collaborate with business development to ensure organizational readiness in connection with federal opportunities.
  • Support proposal compliance reviews and contract risk assessments.
  • Provide guidance on contract requirements, flow-down clauses, and subcontractor compliance obligations.

Qualifications

• Bachelor’s degree in Business Administration, Government, Public Administration, Compliance, Finance, or related field.
• 12+ years of progressive experience in federal contracting, government compliance, regulatory transformation, or related operational leadership roles.
• Demonstrated experience building and scaling federal contractor capabilities or leading compliance enhancement initiatives in complex corporate environments.
• Strong working knowledge of FAR, SCA, DFARS, and federal contractor compliance requirements.
• Experience working cross-functionally with executive leadership and enterprise stakeholders.
• Proven ability to lead complex organizational and cross-functional change initiatives.
• Strong project management, communication, and leadership skills.

Preferred

• Advanced degree (MBA, MPA, JD, LLM).
• Experience supporting private entities with government contracts.
• Familiarity with cybersecurity compliance frameworks such as NIST 800-171, FedRAMP, CMMC, or others.
• Previous experience in design and implementation of business processes and systems for large multinational organizations pursuing federal contracting opportunities.
• Professional certifications related to federal contracting compliance.

Benefits

• Health, Dental and Vision Insurance
• 401(k) Savings Plan
• 401(k) matching
• Paid Time Off (vacation days, sick days, and 11 holidays)