Technical Project Manager (Tier 1 Application Upgrade)

TEKsystems is a leading provider of business and technology services, and they are seeking an experienced Technical Project Manager to lead a multi-phase upgrade of a Tier 1 enterprise application. This role is critical for ensuring the stability and scalability of a business-critical system, requiring coordination across various teams and external vendors to successfully complete the upgrade by November 2026.

Responsibilities:

• Lead the end-to-end upgrade of a Tier 1 Application Extender / content management workflow system
• Develop and maintain a comprehensive project plan, including milestones, dependencies, risks, and mitigation strategies through November 2026
• Manage phased upgrades, regression testing cycles, cutover planning, and post-deployment stabilization
• Ensure alignment with enterprise architecture, security standards, and change management processes
• Partner closely with application development, infrastructure, security, QA, and operations teams
• Translate technical concepts into clear, actionable plans for business stakeholders
• Identify and manage risks related to legacy systems, version gaps, integrations, and vendor dependencies
• Ensure completion of required documentation, testing artifacts, and validation deliverables
• Act as the primary point of contact for multiple external vendors
• Lead vendor planning sessions and track deliverables and SLAs
• Communicate project status, risks, and decisions to executive sponsors and technology leadership
• Facilitate governance meetings, steering committees, and cross-functional working sessions
• Track project budgets, forecasts, and vendor invoices
• Manage scope, change requests, and prioritization
• Ensure delivery remains on time, on budget, and aligned with operational and compliance standards

Requirements:

• Proven Experience Leading Complex Tier 1 Application Upgrades
• End-to-end ownership of upgrades where applications were multiple versions behind
• Experience with phased upgrade strategies (in-place and/or parallel)
• Cutover planning, runbooks, rollback strategies, and post-upgrade stabilization
• Managing EOL/EOS version remediation and risk mitigation
• Technical Project Management Expertise
• Strong technical experience (not solely a business PM)
• Ability to translate architecture, integration, and infrastructure constraints into executable plans
• Hands-on collaboration with application development, infrastructure, QA, security, and operations teams
• Experience running defect triage, environment readiness planning, and release coordination
• Vendor & Stakeholder Management
• Proven experience managing multiple external vendors simultaneously
• Oversight of SOWs, SLAs, deliverables, and dependencies
• Issue escalation and executive-level communication
• Coordination across software publishers, system integrators, and internal teams
• Risk, Compliance, and Change Control
• Experience operating in regulated environments
• Strong risk and issue management discipline
• Familiarity with formal change control processes (e.g., CAB)
• Alignment with security, audit, and compliance requirements for Tier 1 systems
• Planning, Delivery, and Executive Reporting
• Ability to build and maintain integrated project schedules
• Dependency management and milestone forecasting
• Clear, concise executive-level status reporting with actionable risk narratives
• Demonstrated success delivering enterprise technology initiatives
• Proven experience leading large-scale application upgrades, especially multi-version upgrades
• Experience managing Tier 1 or mission-critical systems with high availability requirements
• Ability to manage long-term, multi-year projects with fixed deadlines
• Strong experience as a Technical Project Manager
• Hands-on experience with Enterprise Content Management (ECM) systems
• Workflow or Application Extender platforms
• Complex integrations and data dependencies
• Solid understanding of SDLC and release management
• Infrastructure and application architecture
• Testing, deployment, and cutover strategies
• Experience with Agile, Hybrid, and Waterfall delivery models
• Proficiency with enterprise PM tools such as MS Project, Smartsheet, Jira, Azure DevOps, or similar
• Ability to create detailed schedules, RAID logs, and executive-level reporting
• Strong leadership and accountability in complex environments
• Excellent written and verbal communication skills
• High attention to detail with a strategic mindset
• Ability to manage ambiguity and legacy system constraints
• Calm, structured approach to risk and issue management
• Experience with ECM or content management workflow platforms (e.g., Application Extender or similar)
• Experience in financial services or credit union environments
• Certifications such as PMP, PgMP, Agile (SAFe/CSM), or ITIL