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VP, Wholesale Regional Underwriting Lead, Midwest

Job in Chicago Heights, Cook County, Illinois, 60411, USA
Listing for: At-Bay
Full Time position
Listed on 2026-01-23
Job specializations:
  • Insurance
Job Description & How to Apply Below

VP, Wholesale Underwriting Regional Lead, Midwest

At-Bay is the world’s first Insur Sec provider designed from the ground up to help businesses tackle cyber risk head on. By combining industry-leading insurance with world-class cybersecurity technology, At-Bay offers end-to-end prevention and protection for the digital age.

With 98% of cyber insurance claims in the past five years coming from small and mid-size businesses with revenue under $2B, providing an integrated solution to help manage risk is more critical than ever.

At-Bay helps its 40,000+ customers close their security technology and skills gap — all through their cyber insurance policy — making them less likely to be hit with a ransomware attack. As a full-stack insurance company, At-Bay offers multiple lines of specialty insurance, including Cyber, Tech E&O, and Miscellaneous Professional Liability (MPL) policies.

Job Summary

As the Wholesale Underwriting Lead at At‑Bay, you will be a pivotal player in our mission to transform the landscape in specialty lines insurance. In this role, you’ll own and be responsible for regional production and profitability goals for your team via our wholesale channel, managing a team of wholesale‑focused underwriters and ensuring they meet their performance metrics. In addition, you must identify, establish and cultivate strong relationships with national brokerages, ensuring the effective distribution of our specialized insurance products in these higher revenue areas.

This role reports to the Head of Wholesale and will regularly collaborate cross‑functionally with core internal stakeholders in our Underwriting, Insurance Operations, Insurance Product, Distribution and scene Partnerships on strategic initiatives. You will drive growth, foster collaboration, and enhance our brand presence in the market.

Key responsibilities
  • Responsible for owning the strategy for profitable growth with new business and renewal business in your region for wholesale to achieve profitable premium and rate goals. You’ll partner with our Tech/Cyber product leader, President, Business Development and Retail teams to execute the annual regional business plan and successfully deliver results consistent with our portfolio strategy.
  • Responsible for delivering excellence in underwriting – at both an individual and regional leadership perspective.
  • Lead and execute the regional and local adaptation of national underwriting, product segment, broker engagement strategies.
  • Manage, coach, and create a talent pipeline for underwriters within the region.
  • Develop and strengthen institutional relationships with key regional broker partners to achieve revenue objectives and unlock significant growth opportunities in collaboration with regional Business Development leads.
  • Systematically gather and share market intelligence and pipeline insights to provide strategic analysis and identify priority targets for go‑to‑market engagement in collaboration with regional Business Development lead.
  • Regularly institutionalize market intelligence and pipeline opportunities to proactively identify key targets for further GTM engagement in collaboration with regional Business Development lead and regional security sales team.
  • Manage and evaluate various KPIs to assess individual and team performance across regional, broker management, and underwriting performance.
  • Promote the company’s unique Insur Sec expertise by participating in industry conferences and events while regularly conducting and taking leadership roles in client and broker meetings to educate on evolving cyber risk.
  • Serve as a liaison to technology, security,-core marketing, and data teams to enhance the underwriting process and go‑to‑market strategy.
  • Embody and promote At‑Bay company values as a leader within your region.
Qualifications:
  • Bachelor’s degree in Business, Finance, Marketing, or caer and są among the same field (Master’s degree preferred).
  • 8‑10 years of experience in Cyber and Tech E&O timeless Underwriting including product development or portfolio management.
  • Previous management experience preferred. The ideal candidate should have a minimum of 3 years of prior management experience.
  • Previous experience in and qualified in handling large and complex risk segments.
  • A proven track record of successfully building and nurturing broker partnerships on a national and local level.
  • Comprehensive knowledge of commercial lines insurance products and risk management.
  • Willingness and ability to travel regionally as required, up to 50%.
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