Technology Transformation Project Manager (Contractor)

Job Description

This project is a critical part of a company-wide tech stack transformation initiative aimed at simplifying our enterprise software ecosystem and achieving an optimized cost structure. We are seeking an experienced independent contractor to lead a cross-functional project to assess current enterprise software usage, evaluate alternatives, and design a framework for strategic contract decision-making going forward.

Location: On-site in Washington, D.C.

Reports To: Steering Group (Strategy, Engineering, Finance)

Contract Duration: 6 months

Start Date: ASAP

Compensation: $85–$125 per hour, commensurate with experience and qualifications

Key Responsibilities

• Develop and Execute a Project Plan: Define scope, timeline, and milestones aligned with project objectives.
• Stakeholder Engagement: Conduct interviews across departments to understand software usage, dependencies, business needs, and alternatives.
• Contract Landscape Analysis: Map existing contracts, identify redundancies, and assess switching costs.
• Financial Impact Assessment: Evaluate potential savings and operational impacts of decommissioning, consolidating, or replacing software tools.
• Cross-Functional Coordination: Facilitate collaboration among department stakeholders to prioritize opportunities.
• Alternative Solutions Research: Identify cost-effective replacement solutions that meet business requirements.
• Change Management: Support teams through decision-making and transition planning to ensure minimal disruption. Lead change management efforts for system transitions, including stakeholder education, adoption planning, and end-user support.
• System Evangelism and Enablement: Champion the benefits of the new system by developing compelling use cases, demonstrating capabilities to business stakeholders, and driving organization-wide adoption through clear communication of value.
• Governance Framework Development: Design and implement a sustainable procurement process for future software selection and contract management.
• Reporting: Present findings and recommendations to the Steering Group and executive stakeholders; track progress and maintain accountability.

Deliverables

• Project plan.
• Weekly progress report.
• Contract landscape map.
• Cost and tech stack optimization recommendation and roadmap report.
• New tech procurement process design and implementation.

Qualifications

• Minimum of 7 years of experience in project management within technology or procurement domains.
• Strong understanding of enterprise software ecosystems and SaaS contract structures.
• Proven ability to navigate complex organizations and drive alignment across cross-functional teams.
• Financial acumen to analyze cost savings and assess trade-offs.
• Excellent communication and facilitation skills with senior stakeholders.
• Experience in designing or improving technology procurement.

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