Senior SaaS Modernization Project Manager

Startekk Inc; Madison (WI); On-site; USD 120,000 - 180,000; Full time

Job summary

StarTekk Inc. is seeking a highly experienced Certified Project Manager IV to lead a large-scale Child Care Systems Modernization initiative in Madison, WI.

This role focuses on technology modernization, SaaS implementation, and procurement planning, coordinating vendor management and organizational change efforts. The ideal candidate has 15+ years in PM, strong leadership, and proven success with complex modernization programs.

Qualifications

• 15+ years of project management experience leading large-scale initiatives.
• Significant experience leading technology modernization or digital transformation projects involving SaaS vendors.
• 10+ years of experience in procurement planning and complex technology procurement.
• Proven experience in vendor selection, contract negotiations, and multi-vendor environments.
• Strong understanding of project management methodologies, systems implementation, and organizational change management.
• Experience preparing project plans, charters, status reports, risk registers, and executive briefings.
• Excellent written and verbal communication skills.
• Strong critical-thinking, analytical, stakeholder-management, and problem-solving skills.
• Proficiency in Microsoft Project or equivalent project management tools.
• Project management certification or successful completion of a recognized project management curriculum is mandatory at the time of submission.

Responsibilities

• Lead large-scale technology modernization and digital transformation initiatives.
• Develop and maintain project roadmaps, implementation strategies, project plans, and workplans.
• Assess current-state systems, business processes, organizational readiness, and modernization requirements.
• Support procurement planning and prepare RFI, RFP, SOW, and related procurement documentation.
• Coordinate vendor evaluations, vendor selection, contract negotiations, and vendor performance management.
• Establish governance structures, decision-making frameworks, reporting processes, and escalation procedures.
• Coordinate cross-functional teams across business, finance, procurement, policy, and IT.
• Prepare executive briefings, project status reports, strategic recommendations, and management presentations.
• Identify project risks, dependencies, resource requirements, and critical decision points.
• Support organizational change management, business process improvements, and SaaS implementation planning.
• Develop project charters, risk registers, issue logs, implementation frameworks, and other essential project artifacts.
• Ensure stakeholder alignment and facilitate executive-level decision-making.

Job description

StarTekk Inc. is seeking a highly experienced Certified Project Manager IV to lead a large-scale Child Care Systems Modernization initiative in Madison, WI.

This role focuses on technology modernization, SaaS implementation, and procurement planning, coordinating vendor management and organizational change efforts. The ideal candidate has 15+ years in PM, strong leadership, and proven success with complex modernization programs.