[Hiring] Program Manager / Transition Lead - Healthcare @Harbor IT

Role Description Harbor IT is seeking a Program Manager to own the end-to-end delivery of a high-stakes healthcare IT transition. This engagement involves a mid-market healthcare organization with approximately 100 facilities nationwide, currently supported by an internal IT team of 40–50 staff, transitioning to a fully managed Harbor IT service model within a 2–4 month window. This is the most consequential mid-market engagement in Harbor IT’s portfolio this year. The Program Manager is accountable for executing a clean cutover of the client’s full IT operation onto Harbor IT’s processes, tooling, and operating model—with zero service interruption, zero net-new compliance findings, and preserved executive trust. This role is designed for a seasoned operator who has personally delivered transitions of this scale and speed before. It requires executive presence, decisive judgment, and hands-on leadership—strategic in the boardroom and tactical on the ground. Key Responsibilities • End-to-End Transition Ownership • Deliver a full IT operational cutover within 2–4 months • Ensure zero critical service interruptions and no compliance gap • Own timeline, risk, scope, and delivery outcomes • IT Staff Assessment and Restructuring • Personally assess the client’s internal IT team • Make retention and redundancy recommendations • Lead sensitive communications in partnership with client HR and Harbor IT leadership • Design and execute retained-staff onboarding • Steady-State Team Buildout • Hire and manage field technicians, site leads, and operational staff • Integrate retained client employees or recruit externally as needed • Ensure staffing readiness by cutover, not after • Field Coverage Model Design • Define and implement on-site, regional, and remote coverage across approximately 100 facilities • Document, staff, and operationalize the model within the transition window • HIPAA and Healthcare Compliance Continuity • Own compliance integrity throughout the transition • Ensure PHI handling, BAA continuity, access controls, and audit readiness • Coordinate closely with Harbor IT Security and client compliance leadership • Executive Client Leadership • Act as the executive point of contact for client sponsors • Run weekly steering committee meetings • Navigate scope disputes, staffing decisions, and timeline pressure with confidence and clarity • Cutover and Program Execution • Build and enforce the master transition plan (milestones, RAID log, dependencies) • Maintain the plan as the single operational source of truth • Tooling and Documentation Foundation • Ensure full PSA and documentation readiness (ConnectWise and Hudu preferred) • Asset inventories, service catalogs, contacts, and escalation paths complete before cutover • Commercial and Scope Control • Enforce MSA boundaries • Surface out-of-scope items commercially, not operationally • Protect engagement margin while maintaining client trust • Handover and Continuity • If not remaining as account GM, recruit and onboard the successor • Deliver complete runbooks, SOPs, escalation paths, and stakeholder maps • Ensure no fragmented handoffs • Build the Transition Playbook • Bring an established transition methodology (checklists, assessment frameworks, staffing models) • Institutionalize this capability within Harbor IT for future engagements Success Criteria (First 6 Months) • Zero critical service interruptions during cutover • Zero net-new HIPAA or compliance findings • Transition completed within the agreed 2–4 month window • Written executive validation of steady-state readiness • Fully staffed, documented, and operational account handoff Qualifications • Bachelor’s degree in IT, Business, Healthcare Administration, or equivalent operational experience • 10+ years in IT service delivery, MSPs, or technology consulting • Direct ownership of at least two large-scale IT outsourcing or transition engagements (50+ sites) • Experience conducting staff assessments and making retention and redundancy recommendations for 30+ personnel • Hands-on experience operating within a HIPAA-regulated environment • Prior responsibility for a $3M+ annual managed services engagement • Demonstrated success delivering transitions in 90 days or less Technical Competencies • Strong understanding of mid-market MSP operating models • PSA and documentation systems experience (ConnectWise and Hudu strongly preferred) • HIPAA Security Rule and healthcare compliance literacy • Familiarity with healthcare IT environments (EHRs, endpoints, identity, network, backup) Leadership and Soft Skills • Executive presence under pressure • Clear, confident communicator with internal teams and client leadership • Decisive, with a strong bias to action • Comfortable operating strategically and tactically in parallel • Owns outcomes, not just plans This Role Is Not a Fit for Candidates Who • Have only worked in PMO or coordination roles without delivery authority • Have not personally executed a large IT transition under 120 days • Prefer indirect influence over direct accountability Preferred Certifications (Optional) • PMP, PgMP, or equivalent enterprise program leadership credential • ITIL v4 • HIPAA-related certifications (experience prioritized over credentials)