Sr Technical Project Manager; MS

Benefits

We take pride in supporting employees with a total rewards package that provides financial, emotional, and physical resources for you and your family. Our compensation, 401k plans, medical insurance, and other benefits are progressive and competitive. We value the importance of our employees’ emotional well-being. To support employees, we provide free therapy visits, mental health coaching and tools, and meditation resources.

You’ll also enjoy a generous paid time off package that includes not only vacation and sick time, but also Wellness and Volunteer Time Off days.

Connection has a fantastic opportunity for a Senior Project Manager with Microsoft 365 expertise to lead a large‑scale enterprise migration and transformation initiative. This role will oversee end‑to‑end delivery across multiple teams and vendors, driving requirements, execution, governance, and change management. It is a remote position but needs to be able to travel to the San Fran office on average one week per month (all expenses paid).

Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment visa at this time.

• Lead and manage a portfolio of M365 migration projects, ensuring delivery, stakeholder alignment, and risk management.
• Analyze current environments including shared drives, personal storage, Active Directory (on‑prem & Entra), and licensing to define migration strategy.
• Design and implement SharePoint and One Drive architecture, including data structure, permissions, and governance policies.
• Oversee migration of file shares, user data, and dependent applications to Microsoft 365 using appropriate tools and methodologies.
• Drive change management and user adoption, including communication plans, training, and support models.
• Optimize Microsoft 365 licensing, storage, security, and compliance policies post‑migration.
• Coordinate cross‑functional teams and third‑party vendors to ensure seamless execution with minimal business disruption.
• Establish documentation, operational processes, and long‑term support models, including system decommissioning and handoff.

• 8+ years of IT Project/Program Management experience.
• Proven experience leading enterprise Microsoft 365 migrations (SharePoint, One Drive, Entra /Azure AD).
• Strong knowledge of data migration, identity management, and cloud governance.
• Experience with change management, training, and user adoption strategies.
• Excellent communication, stakeholder management, and leadership skills.

• Experience in public sector or healthcare environments.
• Familiarity with compliance, data retention, and security policies.
• PMP, Agile, or Microsoft certifications.