Proposal Writer-AI Enabled Federal Proposals

PROPOSAL MANAGER / WRITER (AI-ENABLED FEDERAL PROPOSALS)

Veterans Management Services, Inc. (VMSI) is seeking an onsite Proposal Manager/Writer to support our corporate HQ located in Sterling, VA. This role is responsible for managing, developing, and writing high-quality, compliant federal proposals in support of VMSI’s growth goals and service offerings.

This is a highly visible role that works closely with executive leadership, business development, recruiting, and teaming partners. Duties are performed within a collaborative team environment with a strong focus on quality, compliance, innovation, and win strategy.

This position requires deliberate, hands-on use of AI-enabled tools and technologies to improve proposal development efficiency, compliance validation, content quality, and competitiveness. Candidates should be comfortable integrating AI into their daily workflow while applying sound judgment, Gov Con experience, and human insight.

VMSI was founded in 2009 as a Service-Disabled Veteran-Owned Small Business (SDVOSB), is headquartered in Sterling, VA, has provided our clients with support services in nearly every U.S. state and has historic annual revenues ~$20M. VMSI is a consulting practice that specializes in providing government agencies with critical support services, such as:
Acquisition/Contracting, Subject Matter Experts, Grants & Financial Management, HR & Personnel Support, IT Services and Administrative Support Services.

We are seeking a highly motivated, intelligent, inquisitive, driven, enthusiastic, self-starter individual who thrives in a small business environment and desires a direct impact on the organization in terms of daily driving growth.

• Manage all aspects of proposal development from receipt of RFI/RFP/RFQ/SSN through final delivery, leveraging AI-enabled writing and analysis tools to improve speed, accuracy, compliance, and quality.
• Actively use AI tools to:
  • Analyze solicitations and evaluation criteria
  • Develop outlines and compliance matrices
  • Draft and refine proposal narratives
  • Improve clarity, consistency, and persuasiveness
  • Support red team / pink team / gold team reviews
• Apply human judgment to validate, tailor, and finalize AI-assisted content to ensure full compliance with federal acquisition requirements and VMSI win themes.
• Envision the entire proposal solution, integrate win themes, facilitate proposal meetings, and manage reviews with internal stakeholders.
• Develop and write compelling, compliant proposal volumes, including but not limited to:
  • Management
  • Technical
  • Past Performance
  • Staffing
  • Transition
• Manage assigned proposal resources; edit and review content; resolve compliance issues; and coordinate across internal and external stakeholders.
• Analyze technical and contractual requirements of federal solicitations and ensure alignment across all proposal volumes.
• Author proposal sections and collaborate on graphic concepts to enhance evaluator comprehension and scoring.
• Maintain effective communication across teams using collaborative tools such as SharePoint, Microsoft Teams, and proposal automation platforms.
• Coordinate with contracts and pricing teams to support cost and contractual volumes.
• Monitor amendments, Q&A, and solicitation changes and update proposal content accordingly.
• Support opportunity research using tools such as SAM.gov, Gov Win, Gov Tribe, eBuy, and internal BD resources.
• Manage proposal schedules, pipelines, and content libraries, including AI-assisted content repositories and reusable assets.

• Experience supporting proposal development, technical writing, or structured writing efforts in a federal government contracting services environment or a strong professional writing background with exposure to regulated, technical, or compliance-driven content.
• Demonstrated experience using AI-enabled tools (e.g., generative AI, proposal automation, content analysis tools) or the ability to quickly learn and apply such tools to support writing, analysis, compliance checking, and quality improvement.
• Ability to articulate how AI is used responsibly and effectively in federal proposal development (AI is a tool, not a substitute for compliance or expertise).
• Proficiency in Microsoft Word, PowerPoint, Excel, and collaborative content development platforms.
• Strong organizational skills with the ability to manage multiple priorities under tight deadlines.
• Strong analytical and writing skills with the ability to interpret complex RFP requirements and translate them into clear, compliant content.

• 5+ years of experience managing and writing proposals valued at $1M+ in a federal government contracting services environment.
• Experience working for or with a federal government contractor in any capacity (e.g., proposals, contracts, technical delivery, BD, program support, or operations).
• Experience developing repeatable, AI-enabled proposal processes.
• Familiarity with prompt engineering or structured AI workflows for proposals.
• Experience improving…