Head of Service Delivery (Chicago) Job at Oliver James Associates Ltd., Chicago, IL

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  • Oliver James Associates Ltd.
  • Chicago, IL

Job Description

Head of Service Delivery Specialty Insurance Carrier (Fully Remote)
Reporting to: Chief Operations Officer (COO)

Our client, a rapidly growing Specialty insurance carrier, is seeking a strategic and operationally-minded Head of Service Delivery to drive excellence across the underwriting lifecycle-from submission intake through post-bind servicing. This high-impact leadership role will play a critical part in shaping and optimizing underwriting support functions while driving digital transformation and enhancing the customer experience.

Key Responsibilities:

  • Lead the development and continuous improvement of end-to-end underwriting operations.
  • Drive automation, AI adoption, and digital workflow implementation to improve operational efficiency and service quality.
  • Build scalable processes that support business growth and meet evolving partner needs.
  • Lead, mentor, and manage a team of approximately 16 Underwriting Assistants.
  • Collaborate closely with Underwriting and cross-functional teams to identify bottlenecks, re-engineer workflows, and deliver service excellence.

Ideal Candidate Profile:

  • A minimum of 7 years of Property & Casualty (P&C) underwriting experience, preferably in the Excess & Surplus (E&S) market.
  • Proven success in leading operational or call center teams, with a focus on automation, process redesign, and scalable operations.
  • Strong business acumen and the confidence to challenge the status quo when necessary.
  • Exceptional communication and stakeholder management skills, with the ability to thrive in a fast-paced, growth-oriented environment.

Additional Information:

  • This is a fully remote position offering flexibility and autonomy.
  • A unique opportunity to join a forward-thinking carrier investing in innovation, technology, and people.

If you meet the qualifications above and are excited about shaping the future of underwriting operations, we encourage you to apply today.

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Job Tags

Full time, Remote work,

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