Senior SaaS Modernization Project Manager

STARTekk LLC; Madison (WI); On-site; USD 120,000 - 160,000; Full time

Job summary

StarTekk seeks a highly experienced Certified Project Manager IV to lead a large-scale Child Care Systems Modernization initiative in Madison, WI. You will guide technology modernization, SaaS implementations, procurement planning, and multi-vendor vendor management.

You will develop roadmaps, governance structures, and executive-level briefings while coordinating cross-functional teams and managing risks. Strong PM certification and extensive experience are essential.

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.
• 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.

Skills

Project management

Technology modernization

Procurement planning

Vendor management

Contract negotiations

PM methodologies

Executive briefings

Stakeholder management

Analytical thinking

Communication skills

Education

PM certification (PMP) or equivalent

Tools

Microsoft Project

Job description

StarTekk seeks a highly experienced Certified Project Manager IV to lead a large-scale Child Care Systems Modernization initiative in Madison, WI. You will guide technology modernization, SaaS implementations, procurement planning, and multi-vendor vendor management.

You will develop roadmaps, governance structures, and executive-level briefings while coordinating cross-functional teams and managing risks. Strong PM certification and extensive experience are essential.