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Director, Project Management

Job Title: Director of Project Management

Location: Hybrid onsite – open to multiple locations such as Greenwich, CT; Richmond, VA; Alpharetta, GA; or Minneapolis, MN

Compensation: $70 – 90/hr. on a W2 basis

Duration: 3-month contract to hire opportunity

**Not open to 3rd parties**

Summary:

Looking for a Director of Project Management to join an Enterprise Project Management Office (EPMO) and internal consulting function. This is a high-impact individual contributor role responsible for leading complex, enterprise-wide transformation initiatives across a network of 50+ operating insurance companies.

Key Responsibilities:

  • Lead large, complex enterprise transformation programs from problem definition through successful delivery.
  • Independently take ownership of programs typically spanning 6-12 months, with significant enterprise visibility and potentially substantial budgets.
  • Break down ambiguous business and technology challenges, develop practical solutions, build alignment, and establish a clear path to execution.
  • Develop and manage comprehensive program strategies, roadmaps, milestones, dependencies, risks, budgets, and delivery plans.
  • Drive cross-functional execution across multiple business units, operating companies, technologies, and stakeholder groups.
  • Partner with executive leadership to establish priorities, secure decisions, communicate progress, and resolve issues.
  • Manage relationships with external vendors, systems integrators, consulting firms, and other strategic partners.
  • Coordinate multiple workstreams simultaneously while maintaining focus on critical business outcomes.
  • Identify risks, dependencies, and roadblocks early and proactively drive resolution.
  • Establish accountability across stakeholders and ensure commitments, decisions, and deliverables remain on track.
  • Translate complex technology and data concepts into clear business implications and executive-level communications.
  • Support transformation initiatives involving emerging technologies, including AI-enabled efficiency and transformation opportunities.
  • Ensure programs deliver sustainable business and operational improvements, not simply technical implementations.

Skills Needed:

  • 10+ years of professional experience in project or program management
  • Demonstrated success leading large-scale enterprise transformation or program management initiatives.
  • Experience within Insurance or Financial Services is required; experience with an insurance carrier is highly desirable.
  • Proven experience leading complex programs involving data, technology, business process, or operational transformation.
  • Strong understanding of data migration, data transformation, ETL, and/or enterprise data initiatives.
  • Experience managing both internal stakeholders and external vendors or consulting partners.
  • Demonstrated ability to communicate effectively with senior executives, including SVP, EVP, COO, and CEO-level stakeholders.
  • Ability to work effectively across Technology, Data/Analytics, Finance, Claims, Legal/Regulatory, and Operations.
  • Strong problem-solving skills with the ability to bring structure to ambiguous or poorly defined challenges.
  • Experience managing multiple workstreams, priorities, and stakeholders simultaneously.
  • Strong executive presence, communication, influencing, and negotiation skills.
  • Highly proactive and persistent; comfortable driving decisions, following up with stakeholders, and maintaining accountability without significant oversight.
  • Consulting experience is valuable, particularly experience leading enterprise-scale transformation programs.
  • PMP and/or Lean Six Sigma certification preferred.
  • Any experience with Workday and/or Guidewire is preferred.
  • Experience leveraging AI as an augmentation and productivity tool is a plus.
  • Demonstrated history of professional stability and sustained performance.
  • The successful candidate will quickly establish credibility with senior stakeholders, bring structure to complex and ambiguous problems, and independently drive major initiatives forward.