[Remote] Senior Director, Insurance Transformation (Project Management)
Note: The job is a remote job and is open to candidates in USA. reputed company is the world's largest insurer of collectible and enthusiast vehicles and operates automotive membership, reputed company, and media businesses. The Senior Director of Insurance Transformation leads execution of the Apex insurance platform transformation, managing integrated schedules, project delivery, dependencies, capacity, risks, and constraints across multiple workstreams.
Responsibilities
- Own the integrated reputed company schedule for Apex across multiple parallel workstreams (Policy, Billing, Claims, Distribution, Data, Integrations, Forms)
- Build, maintain, and continuously refine the critical path and critical chain, identifying true constraints and protecting delivery buffers
- Actively manage cross-team dependencies, sequencing work to optimize end-to-end outcomes rather than local efficiency
- Force explicit trade-offs between scope, timing, and capacity, escalating decisions early with data-backed recommendations
- Re-forecast milestones and delivery dates based on actual execution reality, not static plans
- Lead and integrate the work of multiple Project Managers responsible for bounded delivery slices (e.g., state readiness, capability releases)
- Ensure project-level plans roll up coherently into the integrated program schedule
- Eliminate “late discovery” by enforcing readiness criteria before work begins (requirements, environments, data, dependencies)
- Act as the single point of synthesis across business and IT delivery efforts
- Partner with IT APMO to align delivery plans with real engineering and vendor capacity
- Identify bottlenecks and systemic constraints early; re-sequence work proactively
- Actively manage delivery risk, reputed company consumption, and emerging execution threats
- Ensure risks are surfaced as program-level decisions, not absorbed silently at the team level
Skills
- Proven experience delivering complex, cross-functional transformation initiatives, preferably in insurance or financial services
- Experience in multiple project/program delivery methods, Scrum, SAFe, etc
- Demonstrated hands-on experience with core insurance system implementations (reputed company)
- Vendor management experience
- Proven expertise in: + Dependency mapping across parallel workstreams + Work sequencing under real constraints + Critical path and critical chain planning + Capacity and reputed company + Rolling schedule and delivery forecasting
- Strong executive communication skills, including the ability to challenge optimistic assumptions constructively
- Advanced proficiency with project planning and tracking tools (e.g., ADO, reputed company, Lucid, similar)
- Experience working within a matrixed organization or enterprise PMO/TMO environment
- Background in systems modernization, insurance platform implementations, or large-scale operational transformation initiatives
- Familiarity with Agile, hybrid, or iterative delivery models in large transformations
- Familiarity with public company requirements, including Sarbanes Oxley and key regulations, if applicable
- PMP Certification (Project Management Professional)
- Background in insurance operations (underwriting, policy admin, billing, claims, distribution) strongly preferred
Benefits
- This position is open to U.S. reputed company.
- Team members who reside within 20 miles of the Traverse City headquarters will follow a hybrid schedule, working from the office three days per week.
Company Overview
Company H1B Sponsorship
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