Senior Capture Manager (CMS Focused)

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/no-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: Capture Manager
Location: Tysons Corner, VA (Hybrid - 3 days Office)
Duration: Fulltime

ABOUT THE OPPORTUNITY
We are seeking a seasoned Capture Manager to lead pursuit strategy for a high-value federal health IT recompete opportunity with the Centers for Medicare & Medicaid Services (CMS). This role sits at the center of an active, well-funded capture effort targeting a mission-critical digital services program that supports the ACA Marketplace eligibility appeals process, directly impacting millions of Americans across all 50 states.
This is a ground-floor capture engagement with strong executive support, a known incumbent, and a defined recompete window. The right candidate will own the strategy and shape the win.

ROLE OVERVIEW
The Capture Manager will drive all aspects of opportunity pursuit from identification through proposal submission. You will build and execute the capture plan, lead customer engagement, develop win themes and discriminators, and orchestrate teaming strategy to position for a competitive win against an entrenched incumbent.

KEY RESPONSIBILITIES

• Develop and execute a comprehensive capture plan aligned to the recompete timeline, customer priorities, and competitive landscape
• Lead customer engagement with CMS stakeholders including the Office of Hearing and Inquiries (OHI), Marketplace Appeals Group (MAG), and CMS Client
• Conduct competitive analysis including incumbent assessment, SWOT, price-to-win modeling, and discriminator development
• Build and manage teaming strategy, identify, qualify, and negotiate with subcontractors and teaming partners with relevant past performance
• Translate capture intelligence into proposal-ready win themes, solution concepts, and staffing approaches
• Collaborate with technical leads, pricing, and proposal teams to develop a compelling, compliant response
• Maintain opportunity pipeline tracking and provide regular Client status updates to leadership
• Represent the company at relevant industry events, conferences, and pre-solicitation activities

REQUIRED QUALIFICATIONS

• 7–10+ years of GovCon Client/capture experience with a focus on federal health IT
• Demonstrated capture wins on CMS, HHS, or CMMI contracts in the $25M–$100M range
• Deep familiarity with the ACA Marketplace, eligibility systems, or CMS digital services ecosystem
• Experience leading recompete captures, including incumbent positioning, transition risk messaging, and price-to-win strategy
• Working knowledge of GSA MAS as a contract vehicle and small business competitive dynamics
• Proficiency in Shipley or equivalent structured capture methodology
• Strong relationship network within the federal health IT contractor community
• Excellent written and verbal communication skills; ability to brief executives and customers

PREFERRED QUALIFICATIONS

• Existing relationships at CMS Client, CCIIO, or the Marketplace Appeals Group
• Experience with Pega BPM, case management systems, or digital services platforms in a federal context
• Prior employment at or competition against Small Business, Mid or Large Organizations on CMS programs
• Familiarity with WOSB, 8(a), HUBZone competitive dynamics in small business set-aside environments
• APMP certification (Foundation or Professional) or PMP
• Understanding of CMS IT governance: ATO processes, CMS TRA, FISMA compliance

WHY THIS ROLE

• Own the capture strategy, not just execute it
• Defined, high-probability recompete opportunity with strong executive backing
• Mission-driven work supporting ACA Marketplace eligibility adjudication for millions of Americans
• Competitive compensation, performance-based bonus tied to win outcomes
• Collaborative team environment with experienced GovCon Client, technical, and proposal professionals

Interested candidates should be prepared to discuss specific CMS or HHS capture wins, recompete strategy experience, and their approach to incumbent displacement.

What Success Looks Like

• Strengthened CMS pipeline with qualified, strategically aligned pursuits.
• Increased capture discipline and measurable improvement in win rate.
• Securing one or more strategic CMS prime awards within 12–18 months.
• Elevated visibility and positioning of Sky Solutions within CMS modernization initiatives.

Sky Solutions Benefits & Culture at a Glance

• Healthcare & Wellness
  • Medical, dental, and vision coverage tailored to your needs.
  • Supplemental options like life insurance, disability, HSA/FSA available.
• 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.

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

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