Chief Underwriting Officer

Position Title: Chief Underwriting Officer The Chief Underwriting Officer will play a pivotal role in shaping the underwriting strategy and driving portfolio performance within a dynamic and rapidly growing organization. This executive will be responsible for defining how the company selects, prices, manages, and scales risk. The position requires a strategic operator who can partner effectively with the CEO and lead a team through a period of significant growth and change. The ideal candidate will have a strong background in medical stop loss underwriting and possess the ability to navigate high‑pressure situations with professionalism and clarity. The Chief Underwriting Officer will lead the company’s underwriting strategy, portfolio performance, operational infrastructure and team development. Reporting directly to the CEO, this executive will establish underwriting philosophy, drive profitability, oversee carrier and reinsurance relationships and build a scalable underwriting organization capable of supporting significant future growth. Salary Range: $150,000 - $250,000 / Year DOE Responsibilities Develop the company's underwriting philosophy and risk appetite Design underwriting guidelines, referral authority, and pricing frameworks Establish underwriting governance and controls Define portfolio construction methodology Own underwriting profitability and portfolio performance Monitor key metrics, including loss ratio, renewal retention, quote conversion, premium growth, and underwriting margin Establish underwriting scorecards and reporting cadence Lead underwriting discussions with fronting carriers, reinsurers, and captive managers Support treaty design and underwriting compliance Build underwriting operating infrastructure and evaluate predictive analytics and pricing engines Partner with brokers and distribution leadership to establish the company as a credible underwriting partner Recruit and scale the underwriting organization while developing underwriters and analysts Build a culture of accountability and disciplined growth Requirements 7+ years of underwriting experience in medical stop loss 5+ years of leadership experience Experience managing underwriting profitability Experience working with carriers, MGUs, reinsurers, or captives Experience building underwriting guidelines and operating processes Executive presence with the ability to engage in healthy debate and drive decisions Ability to underwrite $20-25 million per year personally Bachelor's degree Captive underwriting experience is preferred Experience launching products or business units is preferred Familiarity with Milliman, Claros, Curve, AMS is preferred Executive-level leadership experience is preferred Actuary background or certification is preferred Degree in actuarial, mathematics, or statistics is preferred Benefits Full medical coverage with a $5,000 HSA paid out bi-monthly Vision and dental insurance Life and supplemental life insurance Short-term and long-term disability coverage Flexible PTO (unlimited) Standard holidays and sick time rolled into PTO If you are a Chief Underwriting Officer looking to take the next step in your career, apply now! #J-18808-Ljbffr