Senior Program Manager; AI & Business Transformation

Senior Program Manager | AI, Copilot & Enterprise Transformation

Senior Program Manager who thrives in ambiguity, drives accountability, and coordinates multiple cross‑functional initiatives. The role partners with business leaders, IT, data, and executive stakeholders to ensure strategic initiatives move forward efficiently and successfully, with a primary focus on supporting the rollout and adoption of Microsoft Copilot across the organization.

• Remote options for candidates in Eastern or Central Time Zones
• Key role in high‑visibility AI and business transformation initiatives
• Direct collaboration with executive leadership and stakeholders
• Shape enterprise AI adoption and innovation programs
• Influence future PMO and transformation office practices
• Strong potential for contract extension or full‑time conversion
• Fast‑paced environment with immediate impact
• Lead initiatives in AI, Copilot adoption, data modernization, automation, and business process improvement
• Help define how AI is leveraged across a growing enterprise

• Manage multiple strategic business and technology initiatives simultaneously.
• Coordinate up to ~5 active initiatives, prioritize larger project backlog.
• Track progress, identify risks, blockers, and dependencies across projects.
• Drive accountability across teams to ensure commitments meet.
• Facilitate meetings, working sessions, and status reviews across business and technical teams.
• Partner with leadership to prioritize initiatives and maintain visibility into project health.
• Bring structure and discipline to a growing transformation portfolio.
• Develop executive‑level presentations, dashboards, status reports, and steering committee materials.
• Clearly communicate project progress, challenges, risks, and recommendations.
• Present updates to senior leadership and executive stakeholders.
• Translate technical concepts into business‑friendly messaging.
• Create visibility into project health, adoption metrics, and business outcomes.
• Support enterprise rollout and adoption initiatives related to Microsoft Copilot.
• Facilitate AI Success Forums to collect and share business use cases.
• Build and maintain a repository of AI and Copilot use cases across departments.
• Partner with business leaders to identify opportunities for AI‑driven productivity improvements.
• Monitor adoption metrics, usage trends, and engagement analytics.
• Identify groups with low adoption and help develop engagement strategies.
• Collaborate closely with AI, Data, and IT leadership teams.
• Work closely with business leaders, IT teams, data teams, and executive stakeholders.
• Support initiatives involving AI, business intelligence, automation, data modernization, and enterprise technology projects.
• Assist with data‑related initiatives including Azure Data Lake readiness and governance efforts.
• Ensure alignment between business objectives and technical execution.
• Utilize Jira to manage projects, track work streams, and report on progress.
• Drive structured project governance and operational discipline.
• Support the evolution of future PMO and transformation management practices.

• 7+ years of Program Management or Project Management experience.
• Experience managing enterprise technology initiatives.
• Strong executive presence and communication skills.
• Proven ability to build executive presentations and communicate with senior leadership.
• Experience working closely with IT, software development, infrastructure, analytics, or data teams.
• Strong stakeholder management and relationship‑building skills.
• Experience managing multiple projects simultaneously.
• Excellent organizational and follow‑through skills.
• Experience using Jira for project tracking and reporting.
• Ability to drive accountability and influence without direct authority.

• Preferred:
  Experience supporting Microsoft Copilot initiatives.
• Preferred: AI adoption, AI enablement, or Generative AI program experience.
• Preferred:
  Experience facilitating workshops, use‑case discovery sessions, innovation forums, or change management initiatives.
• Preferred:
  Exposure to Salesforce or Microsoft Dynamics Business Central projects.
• Preferred:
  Experience with business intelligence, analytics,…