Senior Project Manager IV - Enterprise Systems Modernization
Location: Wisconsin (Remote with occasional onsite meetings as needed) - WI residency required. Must be WI resident or willing to relocate within 30 days of start date at own expense. 90-100% remote but can require staff to come onsite as necessary with sufficient notice. Onsite work is not likely, but candidate should be prepared to come onsite if required.
Duration: Through June 30, 2027, with potential extensions
Work Schedule: Primarily remote; must be available during Central Time business hours
Employment Type: Contract
Overview:
We are seeking a highly experienced Senior Project Manager IV to lead a large-scale enterprise technology modernization initiative involving the implementation of a Software-as-a-Service (SaaS) solution. This role requires an accomplished project leader who can drive strategic planning, procurement activities, vendor management, stakeholder engagement, and implementation readiness efforts for a complex, multi-year transformation program.
The ideal candidate will bring extensive experience managing enterprise modernization initiatives, coordinating diverse stakeholders, and delivering project outcomes in highly structured environments.
Required Certification:
Candidates must possess a Project Management certification (PMP or equivalent) or have successfully completed a recognized project management curriculum at the time of submission.
Key Responsibilities:
Strategic Planning & Modernization Leadership:
- Develop and maintain modernization roadmaps, implementation strategies, and project plans.
- Assess current business processes, technology landscapes, and organizational readiness.
- Identify project risks, dependencies, and critical decision points.
- Recommend phased implementation approaches and business transformation strategies.
- Support organizational change management and modernization efforts.
Procurement & Vendor Management:
- Lead procurement planning activities for technology initiatives.
- Develop and coordinate RFIs, RFPs, SOWs, and related procurement documentation.
- Evaluate vendor proposals and support contract negotiations.
- Establish vendor performance expectations, governance processes, and accountability measures.
- Manage relationships with SaaS vendors and implementation partners.
Governance & Stakeholder Engagement:
- Coordinate activities across business, technology, finance, procurement, and leadership teams.
- Facilitate executive-level discussions and decision-making processes.
- Develop governance structures, reporting frameworks, and escalation procedures.
- Prepare executive briefings, strategic recommendations, and status reports.
- Ensure alignment among stakeholders throughout the project lifecycle.
Program Development & Readiness:
- Create and maintain project artifacts including charters, work plans, risk registers, issue logs, and status reports.
- Identify resource requirements and staffing needs.
- Support business requirements gathering and process improvement initiatives.
- Establish frameworks and structures to support successful implementation and operational transition.
Required Qualifications:
- 15+ years of project management experience leading large-scale enterprise initiatives.
- Significant experience leading technology modernization or digital transformation programs involving SaaS solutions.
- 10+ years of procurement planning experience.
- Experience managing complex technology procurements and vendor evaluations.
- Strong background in vendor selection, contract negotiations, and multi-vendor environments.
- Experience developing project artifacts including project plans, charters, status reports, risk logs, and executive communications.
- Expertise using Microsoft Project or equivalent project management tools.
- Strong executive presentation, written communication, and stakeholder management skills.
- Proven ability to work independently while leading complex cross-functional initiatives.
Preferred Qualifications:
- Experience modernizing legacy systems to cloud-based SaaS platforms.
- Knowledge of cloud technologies, agile delivery methods, and modular procurement strategies.
- Experience working within regulated, public-sector, or large enterprise environments.
- Experience establishing governance models for enterprise transformation programs.
- Strong understanding of organizational change management principles.
Additional Information:
- Candidates must be physically located in the United States.
- Wisconsin residency is required, or candidates must be willing to relocate within 30 days of start date.
- Position is approximately 90-100% remote, though occasional onsite attendance may be required with advance notice.
- Limited after-hours or weekend support may be required during critical production events or outages.
Top Skills:
- Enterprise Technology Modernization.
- SaaS Implementation Leadership.
- Project Management (15+ Years).
- Procurement Planning (10+ Years).
- Vendor Management.
- Executive Communication.
- Strategic Planning.
- Critical Thinking.
- Stakeholder Management.
- Organizational Change Management.
