Senior PM - SaaS Modernization & Digital Transformation

Shiro Technologies LLC; Madison (WI); On-site; USD 170,000 - 210,000; Full time

Job summary

Shiro Technologies LLC is seeking a highly experienced Certified Project Manager IV to lead a large-scale Child Care Systems Modernization initiative in Madison, WI. The role requires extensive expertise in technology modernization, SaaS implementations, procurement planning, and vendor management.

You will provide strategic leadership and hands-on execution across planning, procurement, and implementation stages, coordinating with executives, business stakeholders, IT teams, and external

Qualifications

• 15+ years of project management experience leading large-scale initiatives.
• Experience with technology modernization and digital transformation projects.
• Experience with procurement planning and complex technology procurement.
• Proven ability to manage multi-vendor environments and vendor negotiations.
• Strong written and verbal communication skills.
• Experience preparing charters, status reports, risk registers, and executive briefings.
• PM methodologies and systems implementation knowledge.

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

Vendor management

Procurement planning

SaaS implementation

Digital transformation

Executive communication

Risk management

Stakeholder management

Project management

Cross-functional leadership

MS Project / PM tools

Education

Project management certification / curriculum

Tools

Microsoft Project

Job description

Shiro Technologies LLC is seeking a highly experienced Certified Project Manager IV to lead a large-scale Child Care Systems Modernization initiative in Madison, WI. The role requires extensive expertise in technology modernization, SaaS implementations, procurement planning, and vendor management.

You will provide strategic leadership and hands-on execution across planning, procurement, and implementation stages, coordinating with executives, business stakeholders, IT teams, and external