Head of Insurance Operations

Vantage Group Holdings•Chicago, IL

5d•Hybrid

About The Position

At Vantage, the Head of Insurance Operations will help shape the next stage of our insurance platform. Reporting to the Chief Underwriting Officer, this leader will build the operating discipline, service model, and scalable infrastructure that enable underwriting teams to move faster, serve brokers and clients more effectively, and support continued growth. This is a high-impact opportunity for an operations leader who understands insurance from the inside out and wants to modernize how work gets done. The right candidate will bring a balance of strategic judgment and hands-on execution: someone who can redesign workflows, lead teams through change, use data to improve performance, and influence senior leaders while staying close to the details that matter.

Requirements

Bachelor’s degree preferred or equivalent professional experience.
12–20 years of experience in insurance operations, underwriting operations, or a closely related commercial, specialty, E&S, admitted, or non-admitted insurance environment.
Travel expected at 20–30%, including Bermuda and offshore partner locations.
Has led leaders across onshore, offshore, or outsourced teams and is comfortable managing vendor partnerships that are critical to service delivery.
Knows how to improve complex workflows, measure performance, and translate operational insight into meaningful business outcomes.
Understands submission clearance, policy administration, underwriting processes, authority frameworks, and documentation standards.
Can evaluate vendors, service models, digital tools, and AI-enabled capabilities with practical judgment and a clear focus on business value.
Builds credibility with senior leaders, underwriters, and operations teams, and can lead change across business units.

Nice To Haves

CPCU, ARM, or continuous improvement certifications a plus.

Responsibilities

Lead onshore and offshore underwriting operations teams, creating a consistent, high-accountability service model across the insurance business.
Oversee core underwriting operations workflows, including submission intake, loss runs, policy issuance, endorsements, quality, training, onboarding, analytics, admitted licensing, and NDA processes.
Develop operating plans, budgets, workforce plans, and capacity models that enable growth, improve service, and support Insurance Leadership Team priorities.
Strengthen service delivery for underwriters, brokers, and market partners by improving cycle times, quality, SLAs, and overall operating performance.
Optimize offshore service performance, work-transfer opportunities, vendor relationships, and related service or technology contracts.
Oversee assigned operational responsibilities that support a reliable, professional, and scalable operating environment.
Modernize underwriting workflows from submission intake through issuance by simplifying processes, removing bottlenecks, and freeing underwriting capacity.
Apply structured continuous improvement methods to standardize, consolidate, or eliminate work while maintaining strong controls and execution discipline.
Turn process changes into sustained results through clear documentation, training, change management, and impact tracking.
Partner with Technology and Data teams to introduce practical tools, automation, and AI-enabled solutions that improve efficiency while preserving underwriting judgment, quality, and engagement.
Bring an operations lens to enterprise process and technology planning by defining clear problems, measurable baselines, and priorities tied to business impact.
Serve as a trusted partner to the CUO, Business Managers, and business leaders on complex compliance, regulatory, technology, workflow, data integrity, and client/broker needs.
Maintain current operational documentation and lead strategic initiatives that help the broader insurance organization scale effectively.