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[Remote] Deputy Program Manager

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. Sky Solutions is a trusted partner in government contracting that provides federal agencies with digital transformation, cybersecurity, cloud, and low-code/no-code IT solutions. The Deputy Program Manager will support the management and execution of a large-scale CMS federal healthcare technology program by overseeing delivery, governance, planning, risk management, performance, and coordination across technical and functional workstreams.

Responsibilities

  • Support the Program Manager in the overall planning, execution, governance, and delivery of the program
  • Provide day-to-day leadership and oversight across multiple technical and functional workstreams
  • Coordinate program schedules, milestones, deliverables, dependencies, resources, risks, and issues
  • Establish and maintain program-level status reporting, dashboards, metrics, and executive briefings
  • Lead program governance activities and facilitate senior-level stakeholder meetings, reviews, and decision forums
  • Proactively identify and manage program risks, issues, dependencies, and delivery challenges
  • Coordinate across development, QA, architecture, DevSecOps, data, business, and other project teams to ensure alignment and delivery
  • Monitor program performance against established objectives, schedules, milestones, and contractual or organizational commitments
  • Support resource planning, staffing, onboarding, workload management, and prioritization across program teams
  • Partner with Product Owners, Project Managers, technical leads, and business stakeholders to resolve cross-functional issues and dependencies
  • Ensure program deliverables, documentation, reporting, and governance artifacts are accurate, timely, and maintained
  • Support program-level Agile planning, release planning, and coordination across multiple Agile teams
  • Provide leadership with timely analysis, recommendations, and escalation of critical program concerns
  • Drive continuous improvement of program management processes, governance practices, reporting, and delivery operations
  • Serve as a senior point of contact for program stakeholders and represent program leadership when appropriate
  • Support the Program Manager in maintaining strong customer relationships and ensuring stakeholder expectations are effectively managed

Skills

  • Bachelor's degree in business administration, Computer Science, Information Technology, Engineering, or a related field, or equivalent experience
  • 10+ years of experience in program/project management, including experience supporting large-scale technology programs
  • Demonstrated experience in a Deputy Program Manager, Program Manager, Senior Project Manager, or comparable leadership role
  • Experience managing multiple concurrent workstreams, teams, schedules, dependencies, risks, and deliverables
  • Strong experience with program governance, executive reporting, risk/issue management, and stakeholder management
  • Experience leading cross-functional technical and business teams in complex enterprise environments
  • Strong understanding of Agile/Scrum and/or hybrid software delivery methodologies
  • Excellent leadership, communication, presentation, organizational, and problem-solving skills
  • Ability to operate effectively with senior government, customer, technical, and program stakeholders
  • Experience supporting federal government technology programs, particularly large-scale programs with multiple contractors or stakeholder organizations
  • Experience working with CMS, Medicare, Medicaid, or federal healthcare programs
  • Experience supporting enterprise application modernization and cloud transformation initiatives
  • Experience with Agile, SAFe, DevSecOps, and cloud-native delivery environments
  • PMP, PgMP, or similar program/project management certification
  • Experience with program management tools such as Jira, Confluence, Azure DevOps, Microsoft Project, and Microsoft Power BI
  • Experience managing distributed teams, vendors, subcontractors, and multiple delivery organizations
  • Experience supporting federal governance, compliance, security, and contractual reporting requirements

Benefits

  • Medical, dental, and vision coverage tailored to your needs.
  • Supplemental options like life insurance, disability, HSA/FSA available.
  • Starting at 15 PTO days per year, increasing with tenure.
  • 11 paid holidays.
  • Annual education stipend.
  • Access to thousands of online courses.
  • Formal mentorship programs for career advancement.
  • “One Team” mentality focused on collaboration and belonging.
  • Recognized as a Great Place to Work® for six years straight.
  • Remote work model.

Company Overview

  • Sky Solutions provides digital process automation, no-code development, agile application development, and cloud services. It was founded in 2008, and is headquartered in Chantilly, Virginia, USA, with a workforce of 51-200 employees. Its website is https://skysolutions.com/.
  • Company H1B Sponsorship

  • Sky Solutions has a track record of offering H1B sponsorships, with 6 in 2026, 12 in 2025, 12 in 2024, 11 in 2023, 10 in 2022, 18 in 2021, 11 in 2020. Please note that this does not guarantee sponsorship for this specific role.
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