Remote Senior IT PM – Digital Transformation & SaaS

Rose International; Madison (WI); Remote; USD 120,000 - 180,000; Full time

Job summary

Rose International is seeking a senior consultant to lead large-scale technology modernization and digital transformation efforts for a SaaS-centric program within the United States. The role emphasizes executive communication, procurement planning, and complex vendor management across multi-vendor environments.

The ideal candidate has 15+ years in project management, strong governance skills, and proven ability to produce artifacts like charters, status reports, and procurement documents.

Qualifications

• Significant experience leading large-scale technology modernization or digital transformation initiatives with a SaaS vendor.
• Project Management (15+ Years)
• Procurement Planning (10+ Years)
• Written and Verbal Communication
• Critical Thinking
• Development of Project Artifacts (plan, charter, status reports, etc.) (15 Years)
• Prepare Written Reports (12 Years)
• Strong Communication Skills (12 Years)
• Prepare Executive Briefings (12 Years)
• Demonstrated experience developing and managing complex technology procurements.
• Experience with vendor selection, contract negotiation, and multi-vendor environments.
• Strong knowledge of project management, organizational change management, and systems implementation methodologies.
• Experience facilitating executive-level decision-making and stakeholder engagement.
• Exceptional written and verbal communication skills.

Responsibilities

• Coordinate with the Strategic Consultant to develop and maintain an overall modernization roadmap and implementation strategy.
• Assess current-state business needs, technology systems, organizational readiness, and modernization needs.
• Identify risks, dependencies, and critical decision points requiring executive engagement.
• Recommend phased approaches for implementation, organizational change management, and business transformation.
• Collaborate in the development of procurement strategies and supporting documentation.
• Draft and coordinate RFIs, RFPs, SOWs, and related procurement materials.
• Evaluate vendor proposals and support contract negotiations.
• Advise agency leadership on vendor selection, contracting approaches, and governance structures.
• Establish performance expectations and accountability measures for future vendors and implementation partners.
• Coordinate activities across business, policy, finance, procurement, and technology teams.
• Facilitate executive decision-making and ensure alignment among partners and stakeholders.
• Develop governance structures, decision frameworks, reporting processes, and escalation protocols.
• Prepare executive briefings, status reports, and strategic recommendations.
• Identify resource needs and recommend future staffing and contractor support models.
• Develop foundational project artifacts, including charters, workplans, risk registers, issue logs, and implementation frameworks.
• Support development of business requirements, process improvement opportunities, and future-state operating models.
• Establish structures necessary for transition from planning into implementation.
• Only those lawfully authorized to work in the designated country associated with the position will be considered.
• Please note that all Position start dates and duration are estimates and may be reduced or lengthened based upon a client’s business needs and requirements.

Skills

Project Management

Saas Transformation

Vendor Management

Governance & Reporting

Executive Communication

Procurement

RFI/RFP Drafting

Risk & Issue Management

MS Project

Stakeholder Engagement

Change Management

Tools

MS Project

Job description

Rose International is seeking a senior consultant to lead large-scale technology modernization and digital transformation efforts for a SaaS-centric program within the United States. The role emphasizes executive communication, procurement planning, and complex vendor management across multi-vendor environments.

The ideal candidate has 15+ years in project management, strong governance skills, and proven ability to produce artifacts like charters, status reports, and procurement documents.