Regional Head of Property Facultative - Midwest/West Region

Sompo InternationalChicago, IL
$200,000 - $330,000Onsite

About The Position

SompoRe has a unique opportunity for the Regional Head of Property Facultative – Midwest/West Region in our U.S. Property Facultative team. SompoRe operates in key markets worldwide, bringing to each account our specialized capabilities for a wide range of reinsurance products and a depth of understanding of local cultures. Our disciplined approach to risk management and claims handling, coupled with strong analytical skills, enables us to provide broad multiline capability to successfully underwrite risks across our clients’ insurance portfolios. With global experience and local expertise in key markets worldwide, SompoRe has deep bench strength across all disciplines and above all, remains a stable and constant trading partner throughout all market cycles. This position will be based out of our greater Chicago area for this region. We strive for collaboration, which is why we offer a work environment where our employees thrive and develop long-lasting careers. As the Regional Head of Property Facultative for a Region, you will lead the Region in the development, core client management, and inform the overall strategic business plan (capacity, retrocessional planning, underwriting appetite, business planning for growth and renewal opportunities) for the US Property Facultative business. You will build and manage relationships through direct opportunities and brokers in the Region, leveraging strategic thinking to deliver a strong pipeline of opportunities (individual risk and automatics) that supports profitable growth in SompoRe’s U.S. Property Facultative business. You will manage underwriters within your authority level and established guidelines while partnering across functions to deliver strong performance. This role is ideal for a seasoned professional who thrives in a dynamic environment and is passionate about delivering results through collaboration, strategic thinking, and exceptional client service.

Requirements

  • Minimum of 10 to 12 years of experience in Property Facultative underwriting, with a strong background in direct and broker-led business.
  • Proven managerial experience, including leading teams and driving performance outcomes.
  • Deep knowledge of individual risk and automatics, retrocessional planning, and relevant laws and terms associated with underwriting coverages.
  • Proficiency in Microsoft Office Suite (Word, Excel, Outlook) and other relevant software tools.
  • Strong negotiation skills and the ability to effectively engage with clients and stakeholders at all organizational levels.
  • Excellent oral and written communication skills, with the ability to present complex information in a clear and professional manner.
  • Demonstrated ability to provide outstanding client service with a professional and solutions-oriented approach.
  • Ability to travel as required.
  • Proven ability to meet tight deadlines while maintaining attention to detail and quality.
  • Track record of contributing to underwriting profitability and driving business success.

Nice To Haves

  • ARe and/or CPCU preferred.

Responsibilities

  • Develop and nurture client relationships to drive organic premium growth and underwrite complex accounts with a focus on profitable outcomes.
  • Achieve financial objectives for growth and profitability within the Property Facultative portfolio.
  • Perform and oversee comprehensive risk analyses, including exposure evaluation, aggregation, scenario testing, and profitability assessments using internal models and market data.
  • Assist the SVP and Head of Property Facultative in retrocessional planning and strategy development.
  • Provide mentorship and guidance to team members through direct and matrix leadership, fostering professional growth and collaboration.
  • Partner with Claims, Actuarial, Cat/Exposure Management, Finance, and Operations teams to ensure optimal underwriting results and portfolio health.
  • Build and maintain strong relationships to highlight SompoRe’s capabilities in underwriting, market trends, audits, and claims.
  • Represent SompoRe at industry conferences, client on-site visits, and other professional engagements to strengthen brand presence and market influence.
  • Support annual updates to Property Facultative guidelines to align with retrocessional renewal terms and market developments.
  • Identify control gaps through internal and external audits, driving remediation actions to enhance operational efficiency and compliance.
  • Lead and contribute to special projects, leveraging expertise to deliver impactful results that align with organizational goals.

Benefits

  • Two medical plans to choose from, including a Traditional PPO & a Consumer Driven Health Plan with a Health Savings account providing a competitive employer contribution
  • Pharmacy benefits with mail order options
  • Dental benefits including orthodontia benefits for adults and children
  • Vision benefits
  • Health Care & Dependent Care Flexible Spending Accounts
  • Company-paid Life & AD&D benefits, including the option to purchase Supplemental life coverage for employee, spouse & children
  • Company-paid Disability benefits with very competitive salary continuation payments
  • 401(k) Retirement Savings Plan with competitive employer contributions
  • Competitive paid-time-off programs, including company-paid holidays
  • Competitive Parental Leave Benefits & Adoption Assistance program
  • Employee Assistance Program
  • Tax-Free Commuter Benefit
  • Tuition Reimbursement & Professional Qualification benefits
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service