Program Manager - AI-Led Enterprise VMware Exit to AWS Cloud

Qualifications

• Bachelor's degree in Computer Science, Engineering, Information Systems, Business Administration, or a related field; advanced degree preferred.
• 15+ years of technology delivery experience, including 7+ years leading large enterprise infrastructure, data center exit, cloud migration, or modernization programs.
• Demonstrated experience managing multi-year, multi-region VMware or data center exit programs involving discovery, assessment, AWS foundation, migration waves, testing, cutover, stabilization, and decommissioning.
• Strong understanding of AWS cloud adoption, VMware environments, landing zones, migration factories, workload disposition, application dependency mapping, security, networking, resilience, and operations transition.
• Experience applying AI, automation, analytics, and agentic capabilities to accelerate discovery, assessment, wave planning, code and configuration analysis, testing, migration execution, cutover, and governance.
• Proven delivery experience in regulated industries; insurance or financial services experience preferred, with strong awareness of security, privacy, audit, compliance, and regional requirements.
• Strong experience in program financials, commercial management, resource mobilization, vendor coordination, executive governance, risk management, and customer engagement.
• PMP, PgMP, SAFe, Scrum, AWS, or equivalent program and cloud certification preferred.
• Expertise in program governance, integrated planning, migration wave management, critical-path control, dependency management, RAID, change control, release governance, and executive reporting.
• Working knowledge of VMware estate discovery, application and infrastructure assessment, workload disposition strategies, AWS landing zones, account and network foundations, data migration, and decommissioning.
• Understanding of AWS migration and modernization patterns including rehost, replatform, refactor, retire, retain, and repurchase, with the ability to govern disposition decisions and benefits realization.
• Ability to direct AI-led migration use cases while maintaining Human-in-the-Loop validation, traceability, quality controls, security review, and accountable SME decision-making.
• Ability to coordinate application, infrastructure, AWS foundation, network, security, data, automation/IaC, testing, release, change, compliance, operations, FinOps, and business workstreams.
• Strong commercial and financial acumen, including forecasting, budget management, cloud consumption tracking, productivity commitments, contract obligations, and variance recovery.
• Excellent executive communication, stakeholder management, negotiation, conflict resolution, decision facilitation, and escalation leadership across global and regional teams.

Benefits

• Discretionary Annual Incentive.
• Comprehensive Medical Coverage: Medical & Health, Dental & Vision, Disability Planning & Insurance, Pet Insurance Plans.
• Family Support: Maternal & Parental Leaves.
• Insurance Options: Auto & Home Insurance, Identity Theft Protection.
• Convenience & Professional Growth: Commuter Benefits & Certification & Training Reimbursement.
• Time Off: Vacation, Time Off, Sick Leave & Holidays.
• Legal & Financial Assistance: Legal Assistance, 401K Plan, Performance Bonus, College Fund, Student Loan Refinancing.

Salary Range

$140,000 - $160,000 a year