Project Manager – Strategic Planning & Portfolio Support (Gov't Tech)

Sikich is hiring a Project Manager to support the Centers for Medicare & Medicaid Services’ Security, Innovation, and Operations program. The role supports strategic planning, portfolio management, work intake, performance reporting, and cross-team strategic initiatives.

Responsibilities:

• Support the development, annual refresh, and execution of organizational strategic plans, ensuring alignment with broader CMS and CCSQ priorities
• Facilitate development and refinement of multi-year strategies, annual objectives, and measurable key results or other performance measures
• Work with strategy and objective owners to establish meaningful outcomes, reporting expectations, and approaches for tracking progress
• Develop and maintain strategic planning materials, performance dashboards, and leadership-ready progress reports
• Facilitate strategic planning meetings, workshops, and leadership discussions to support prioritization, alignment, and decision-making
• Support alignment of portfolio, program, and project activities with organizational strategic priorities
• Coordinate established work intake processes, including reviewing incoming requests, gathering information, tracking status, and facilitating appropriate follow-up
• Facilitate recurring intake reviews with leadership and stakeholders to support evaluation, scoping, prioritization, and assignment of new work
• Work with stakeholders to identify dependencies, resource considerations, and potential impacts associated with incoming requests and portfolio priorities
• Support development and maintenance of portfolio and program roadmaps that provide visibility into planned and ongoing initiatives
• Identify opportunities for process improvement and innovation across portfolio management, work intake, and related workflows, working with stakeholders to evaluate and implement improvements
• Provide project management and coordination support for strategic initiatives and special projects as priorities and organizational needs evolve
• Work with leadership and project stakeholders to define objectives, scope, deliverables, timelines, and responsibilities for assigned initiatives
• Facilitate working sessions, stakeholder discussions, and follow-up activities to advance initiatives and address barriers
• Support the evaluation, planning, and coordination of process improvement and innovation initiatives that advance organizational priorities and improve operational effectiveness
• Develop and maintain dashboards, status reports, executive summaries, and other materials that provide visibility into strategic and portfolio performance
• Track key decisions, action items, dependencies, and follow-up activities resulting from leadership and portfolio discussions
• Support established governance processes by preparing meeting materials, coordinating leadership reviews, and documenting outcomes
• Leverage Jira, Confluence, and other established tools to maintain accurate, accessible information and support consistent reporting
• Build effective working relationships with leadership, program representatives, contractors, and other stakeholders involved in strategic planning and portfolio activities
• Develop and coordinate communications related to strategic priorities, objectives, progress, and organizational initiatives
• Prepare leadership updates, presentations, and other communications tailored to different audiences
• Support planning and facilitation of strategic planning sessions, workshops, and stakeholder engagement forums
• Translate complex strategic and portfolio information into clear, concise, actionable communications
• Identify, track, and communicate risks, issues, and dependencies that may affect strategic objectives, portfolio priorities, or project execution
• Coordinate with stakeholders to develop mitigation strategies, address barriers, and elevate matters requiring leadership decisions
• Support improvements to existing tools, workflows, documentation, and reporting practices to increase transparency and efficiency
• Capture lessons learned and stakeholder feedback to inform future planning cycles and continuous improvement efforts

Requirements:

• Bachelor's degree required
• 7+ years of professional experience in project management, program management, strategic planning, portfolio management, or a related field
• Demonstrated experience supporting organizational strategic planning, including development, execution, and monitoring of strategic objectives and performance measures
• Experience developing, managing, or supporting Objectives and Key Results (OKRs) or comparable goal-setting and performance management frameworks
• Experience coordinating portfolio or program activities, including work intake, prioritization, roadmap development, and cross-team dependencies
• Experience using Atlassian tools, particularly Jira and Confluence, for project tracking, work intake, documentation, and reporting
• Demonstrated ability to manage multiple initiatives simultaneously, including projects involving diverse stakeholders and competing priorities
• Strong facilitation skills, including experience planning and leading meetings, workshops, and discussions involving leadership and cross-functional teams
• Experience developing executive-level presentations, dashboards, status reports, and decision-support materials
• Strong stakeholder engagement and relationship management skills, with the ability to coordinate across organizational boundaries and influence without direct authority
• Excellent written and verbal communication skills, including the ability to communicate complex information clearly and effectively to executive and non-technical audiences
• Proficiency with Microsoft Office applications, particularly PowerPoint and Word
• Servant Leader – You are hyper focused on engaging employees, fostering their development, and building a positive culture
• Solutions Focused – You see opportunities in every business problem and can develop, articulate, and implement solutions
• Collaboration – You are a relationship builder across all levels of the organization and across all business units
• Instills Trust - You do what you say, and you follow through on commitments, you act with integrity, you are consistent and are perceived as credible
• Impact & Influence Thinking – You gain support for ideas, proposals, and solutions, and get others to act, with or without formal authority, to advance initiatives/objectives
• Experience supporting federal government agencies, particularly CMS/CCSQ, or comparable federal healthcare programs
• Familiarity with Lean Portfolio Management, Agile practices, and enterprise portfolio governance
• PMP, SAFe, or comparable project/program management certification
• Experience supporting organizational change management, stakeholder engagement, or enterprise transformation initiatives