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Remote Deputy Program Manager

Sky SolutionsRemoteL7 ManagerOctober 20th, 2026
Join Sky Solutions, LLC - Pioneering Digital Transformation Excellence! 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.Job Title: Deputy Program Manager FulltimeWe are seeking an experiencedDeputy Program Managerto support the overall management and execution of a large-scaleCenters for Medicare & Medicaid Services (CMS) federal healthcare technology program. The Deputy Program Manager will work closely with the Program Manager and senior stakeholders to oversee program delivery, governance, planning, risk management, performance, and coordination across multiple technical and functional workstreams. The ideal candidate will have strong experience managing complex federal technology programs, coordinating cross-functional teams, and providing leadership visibility into program progress, risks, dependencies, resources, and deliverables.Support the Program Manager in theoverall planning, execution, governance, and deliveryof the program. Coordinate program schedules, milestones, deliverables, dependencies, resources, risks, and issues. 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.Support program-level Agile planning, release planning, and coordination across multiple Agile teams. Drive continuous improvement of program management processes, governance practices, reporting, and delivery operations. Support the Program Manager in maintaining strong customer relationships and ensuring stakeholder expectations are effectively managed.~ 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 aDeputy Program Manager, Program Manager, Senior Project Manager, or comparable leadership role. ~ Experience managing multiple concurrent workstreams, teams, schedules, dependencies, risks, and deliverables. ~ Strong experience withprogram governance, executive reporting, risk/issue management, and stakeholder management. ~ Strong understanding of Agile/Scrum and/or hybrid software delivery methodologies. ~ Ability to operate effectively with senior government, customer, technical, and program stakeholders.Experience supportingfederal government technology programs, particularly large-scale programs with multiple contractors or stakeholder organizations. Experience working withCMS, Medicare, Medicaid, or federal healthcare programs. Experience supporting enterprise application modernization and cloud transformation initiatives. Experience withAgile, SAFe, DevSecOps, and cloud-native delivery environments. PMP, PgMP, or similar program/project management certification. Experience with program management tools such asJira, 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.Program Management | Program Governance | Delivery Leadership | Federal Contract Management | Stakeholder Management | Risk & Issue Management | Schedule & Dependency Management | Executive Reporting | Resource Management | Agile/SAFe | DevSecOps | Cloud Modernization | Team Leadership | Strategic Planning | Continuous ImprovementThis position will work closely with program leadership and multidisciplinary teams supporting enterprise technology within theCMS federal healthcare environment. The role requires strong leadership and coordination across technical, business, Agile, and operational workstreams and the ability to effectively communicate program status, risks, dependencies, and recommendations to senior stakeholders.Compensation is determined in good faith and may vary based on job-related factors, including relevant experience, skills, education, certifications, clearance level, labor category alignment, contract requirements, work location, internal equity, and business needs. Medical, dental, and vision coverage tailored to your needs. ~ Supplemental options like life insurance, disability, HSA/FSA available. ~ Plus 11 paid holidays to recharge and spend time with loved ones. ~ Access to thousands of online courses. ~ At Sky Solutions, LLC, we welcome applications from all qualified candidates who share our vision and values.