Proposal Director

Overview

Join Sky Solutions, LLC - Pioneering Digital Transformation Excellence!

About Sky Solutions

Sky Solutions is a trusted partner in government contracting, empowering federal agencies with cutting-edge IT solutions. Our expertise spans AI-first enablement, delivering innovative solutions and advanced cybersecurity, fortifying digital ecosystems against emerging threats and digital transformation through low-code
o-code development, cloud solutions, and agile methodologies. We simplify complex processes and deliver breakthrough results for federal clients across healthcare, financial services, and national security.

Position Title : Proposal Director

Location : Tysons Corner, VA (Hybrid)

Duration : Full-time

Responsibilities

• Lead a team executing corporate processes for proposal management, including planning, writing, graphics, editing, production, and quality assurance, in collaboration with operating divisions and business development staff.
• Manage complex proposals across all volumes through the award.
• Lead non-traditional proposal efforts across all volumes and submission types (such as video submissions, orals, technical challenges), including coaching participants and optimizing scoring strategies.
• Manage large IDIQ and GWAC proposals with complex compliance and self-scoring requirements.
• Participate in bid
  o-bid decisions to provide proposal insights.
• Ensure proposal responsiveness, completeness, compliance, and quality, aligning with RFP requirements and coordinating across stakeholders.
• Author or tailor non-technical response sections as appropriate.
• Monitor and achieve departmental KPIs such as bid and win rates.
• Maintain corporate libraries and content of capabilities, offerings, and outcomes.
• Ensure proposal resources are properly trained and managed.
• Participate in reviews to integrate win themes and ensure narrative cohesion.
• Serve as an escalation point for decisions, issues, and risks to uphold quality and deadlines.
• Continuously improve proposal management processes, standards, tools, and execution.
• Oversee creation and distribution of proposal documentation (e.g., compliance matrices, style guides, outlines, schedules).
• Coordinate with other departments (HR, recruiting, contracts, and pricing) as needed.

Qualifications

Experience

• Minimum of 10 years managing technical proposals for U.S. Federal agencies, demonstrating increasing responsibilities and complexity of proposals managed.
• At least 7 years of direct managerial experience leading high-performing proposal teams.
• Proven experience with major proposals and rapid responses for large IDIQs and GWACs.
• Proven experience with single-award proposal responses in excess of 100M.
• Experience in modern proposal automation tools and willingness to learn new tools, including AI, were advantageous.
• Experience in program delivery, technical delivery, or program/project management is desirable.

Skills

• Advanced proficiency in Microsoft Word, Excel, PowerPoint, Adobe Acrobat, and SharePoint.
• Deep understanding of federal contracting and procurement, including FAR and RFP compliance.
• Strong collaboration skills in matrixed environments.
• Ability to influence and lead across all organizational levels with confidence and professionalism.

Education

Bachelor's degree or higher in a relevant business, technical, or professional field, or equivalent professional experience.

Sky Solutions Benefits & Culture at a Glance

• Medical, dental, and vision coverage tailored to your needs.
• Time Off & Work-Life Balance
• Starting at 15 PTO days per year, increasing with tenure.
• Plus 11 paid holidays to recharge and spend time with loved ones.
• Professional Growth & Development
• Annual education stipend.
• Access to thousands of online courses.
• Formal mentorship programs for career advancement.
• Inclusive Culture
• "One Team” mentality focused on collaboration and belonging.
• Recognized as a Great Place to Work® for six years straight.
• Evolving Benefits Based on Your Feedback
• Employee surveys shape enhancements - "at least two benefits improved or recommended each year.”

To learn more about life at Sky Solutions, visit our Careers page: Careers - Sky Solutions

At Sky Solutions, LLC, we welcome applications from all qualified candidates who share our vision and values.

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