Guidewire Engagement Lead, Director

PricewaterhouseCoopers•Chicago, IL
•$155,000 - $410,000

About The Position

As a Guidewire Engagement Lead, Director, you will guide the business side of Guidewire implementations within insurance organizations, shaping project direction, coordinating execution, and helping clients pursue operational efficiency through business application consulting within PwC’s Advisory practice. You will set strategic direction, lead business development efforts, oversee multiple projects, guide executive-level client relationships, translate vision into action, and mentor future leaders across the PwC Network. The role brings together business acumen, client-facing leadership, and Guidewire knowledge to support planning, delivery coordination, and outcomes aligned with client objectives and PwC’s values. Travel requirements are up to 60%. The salary range is $155,000–$410,000, with actual compensation dependent on skills, experience, qualifications, location, and applicable employment laws. Hired individuals are eligible for an annual discretionary bonus.

Requirements

  • At least a bachelor's degree.
  • At least 9 years of experience.

Nice To Haves

  • Preference for a master's of science, PhD, or Master of Business Administration degree in at least one of these fields: Accounting, Actuarial Science, Analytics/Data Science, Business Administration/Management, Computer Science/Information Systems, Economics, Engineering, Finance, Mathematics/Statistics, Operations/Supply Chain, or Risk Management/Insurance.
  • Experience leading Guidewire client engagements across policy, billing, and claims transformations.
  • Experience driving insurance technology strategy across core modernization and cloud programs.
  • Ability to develop executive client relationships and business growth opportunities.
  • Ability to translate market insights into thought leadership and solution design.
  • Experience mentoring teams while balancing strategic, operational, and technical priorities.

Responsibilities

  • Lead business planning for Guidewire engagements within insurance client environments.
  • Direct strategic coordination across policy, billing, and claims implementation efforts.
  • Shape client engagement plans that align business goals, delivery timelines, and platform capabilities.
  • Guide teams through Guidewire modernization, cloud transformation, and data and analytics initiatives.
  • Build executive-level client relationships to identify needs, risks, and growth opportunities.
  • Drive business development activities that expand Guidewire opportunities across the insurance sector.
  • Oversee multiple workstreams and balance delivery priorities across complex implementation efforts.
  • Apply industry knowledge to translate insurance operating requirements into platform-enabled solutions.
  • Coach teams to strengthen solution design, delivery discipline, and issue resolution.
  • Adhere to firm standards, independence requirements, and conduct expectations in all client interactions.

Benefits

  • Medical insurance
  • Dental insurance
  • Vision insurance
  • 401(k)
  • Holiday pay
  • Vacation
  • Personal and family sick leave
  • Annual discretionary bonus
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