CareerPlan

Senior Director, Insurance Transformation (Project Management)

United StatesRemoteFull-time2026-09-01 → 2026-11-11
Hybrid · United States

Core

Senior execution leader responsible for driving predictable delivery of Hagerty's Apex insurance platform transformation, managing cross-functional workstreams including Policy, Billing, Claims, and Distribution.

Role type

Senior Director, Program Management (Insurance Transformation)

Builds

Apex insurance platform (core insurance system implementation)

Domain

Insurance / Financial Services / SaaS

Required skills

Large-scale core insurance system implementations (Duck Creek, Guidewire, Majesco), Program execution & delivery leadership, Cross-team dependency management, Critical path and critical chain planning, Capacity and bottleneck management, Rolling schedule and delivery forecasting, Vendor management, Advanced proficiency with project planning tools (ADO, Smartsheet, Lucid)

Preferred skills

PMP Certification, Matrixed organization or enterprise PMO/TMO experience, Systems modernization, Insurance operations background (underwriting, policy admin, billing, claims, distribution), Agile/hybrid delivery models

Technologies

Duck Creek, Guidewire, Majesco, ADO, Smartsheet, Lucid