Senior Technical PM - Enterprise Deployments & Compliance

Jobtailor; Massachusetts; On-site; USD 140,000 - 190,000; Full time

Job summary

Jobtailor in the United States is seeking an experienced Deployment Leader to oversee end-to-end customer deployments for the TrueChoice Defense portfolio. You will guide cross-functional teams, liaise with customers, and ensure compliant, timely delivery of deployment plans and roadmaps.

Responsibilities include coordinating procurement, site readiness, and vendor demonstrations, while maintaining data sovereignty and export control compliance.

Qualifications

• Bachelor’s degree or higher with seniority in customer deployment leadership or equivalent.
• Alternative: Associate’s degree with extensive deployment leadership experience.
• High School Diploma with significant professional deployment leadership background.

Responsibilities

• Manage the deployment pipeline across the TrueChoice Defense portfolio.
• Track active and prospective rollouts and identify expansion opportunities.
• Partner with Customer Experience to shape win strategies and capture Voice of the Customer input.
• Complete customer deployment questionnaires and technical readiness assessments.
• Build cost estimates and financial justifications for deployment proposals.
• Present solution strategies, implementation roadmaps, and deployment schedules to customer leadership.
• Operationalize approved technical designs during customer rollouts.
• Coordinate maintenance windows, site readiness, and customer IT access.
• Manage site access passes, escort clearances, and facility scheduling for installation engineers.
• Execute procurement workflows, purchase requisitions, purchase orders, vendor onboarding, and hardware delivery.
• Manage hardware budgets, freight, customs clearance, and delivery to customer sites.
• Secure software Trade Agreements Act compliance, export clearances, and regional certifications.
• Plan and support vendor product demonstrations.
• Serve as primary operational contact for customer leadership and facility leads.
• Coordinate executive communications, support channels, government reporting, and SLA status.
• Advise on technical site surveys and hardware vendor selection.
• Assemble operational handover packages and drive transition to long-term support.
• Uphold data sovereignty and export control requirements.
• Provide principal-level leadership and mentorship across the D&S Digital Technology team.
• Improve onboarding playbooks, procurement handoffs, readiness templates, and deployment cycle times.
• Align cross-functional teams and vendors to remove deployment blockers.
• Apply FLIGHT DECK, lean operating practices, user-centric design, outcome-based decisions, and AI opportunities

Skills

Deployment pipeline management

Technical readiness assessments

Cost estimation

Financial justification

Operational handover packages

Data sovereignty

Export control compliance

Technical site surveys

Vendor demonstrations

Enterprise deployments

Education

Bachelor's degree

Associate's degree

High School Diploma

Tools

ServiceNow

FLIGHT DECK

Agile frameworks

Scrum

Kanban

Job description

Jobtailor in the United States is seeking an experienced Deployment Leader to oversee end-to-end customer deployments for the TrueChoice Defense portfolio. You will guide cross-functional teams, liaise with customers, and ensure compliant, timely delivery of deployment plans and roadmaps.

Responsibilities include coordinating procurement, site readiness, and vendor demonstrations, while maintaining data sovereignty and export control compliance.