Fractional Head of IT | Systems Program Manager

As our Head of IT | Systems Program Manager (Fractional, 15–20 hrs/week), you’ll own the technology and information foundation that supports a fully remote leadership team and on-site managers across 15 manufactured housing communities and 5 states. You’ll assess our current hardware, software, and workflows; create a prioritized roadmap; and lead high-impact transitions from planning through rollout, adoption, and stabilization (e.g., security baseline/MFA, file architecture and governance, vendor/MSP transitions, communications/VOIP, and software platform upgrades such as Google/Microsoft or project management tools).

You’ll also manage the practical IT essentials, device standards, provisioning and offboarding, asset tracking, and scalable support processes so our team can operate consistently and efficiently as we grow.

• Roadmap & Priorities:
  Leadership-approved tech roadmap with clear sequencing, resourcing, and budget ranges.
• Major Transitions:
  End-to-end delivery of key rollouts with cutover, adoption, stabilization, and “done” metrics.
• Systems Source of Truth:
  Accurate inventory + integration map showing owners, costs, renewals, access, and data flows.
• File Governance:
  Organized, permissioned Drive/SharePoint ecosystem with consistent structure and standards.
• Property Onboarding:
  Repeatable playbook to standardize users/access, devices, core apps, VOIP, and training for acquisitions.
• IT Foundation:
  Standardized hardware lifecycle + security baseline, supported by a scalable ticketing/SLA support model.

• Assessment & Strategy:
  Evaluate systems, hardware, workflows, and risk; recommend priorities and sequencing.
• Program Delivery:
  Lead initiatives like M365/Google direction, VOIP, PM tool upgrades, MSP transition, MFA/password manager.
• Vendor/MSP Management:
  Own vendor selection, contracts/SLAs, performance, and smooth transitions.
• Documentation & Architecture:
  Maintain system architecture, integrations/data flows, and the living inventory.
• Information Architecture:
  Build and enforce Drive/SharePoint structure, permissions, naming, and ownership.
• IT Operations:
  Run device standards, provisioning/offboarding, asset tracking, security baseline, ticketing, and SOPs.

• 8–12+ years of IT experience
• Prior role as Head of IT, IT Director, or similar
• Proven experience architecting and implementing major IT initiatives
• Comfortable being the sole IT resource
• Experience replacing or transitioning away from an MSP
• Strong project management and execution discipline
• US-based

• Time: ~15–20 hrs/week initially; ~8–12 hrs/week ongoing
• Rate: $100–150/hour
• Location:
  
  Remote (US only)
• Growth:
  Opportunity to expand role as company scales