VP, Stop Loss Underwriting (greater Chicago area) $285K base!

Vice President, Stop Loss Underwriting - Greater Chicago  A growing and innovative organization in the healthcare insurance and risk solutions space is seeking a strategic and experienced Vice President, Stop Loss Underwriting, to lead and scale its underwriting function. This executive-level role will oversee underwriting strategy, profitability, pricing discipline, operational excellence, and team leadership across a sophisticated stop loss portfolio.Base salary range: $200,000 – $285,000 annuallyKey ResponsibilitiesLead the overall underwriting strategy for the stop loss business, aligning performance with profitability, growth, and risk management objectivesOversee underwriting operations for traditional stop loss insurance, gene therapy programs, and large claim solutionsPartner cross-functionally with sales, actuarial, claims, product development, and executive leadership teamsDevelop and enhance pricing methodologies, underwriting guidelines, and risk evaluation frameworksDrive operational improvements through process optimization, technology enhancements, and scalable underwriting practicesLead, mentor, and develop a high-performing underwriting team while fostering a collaborative cultureSupport business development initiatives and strategic distribution partnershipsEnsure underwriting compliance with all regulatory requirements and internal standardsAnalyze underwriting performance metrics and provide strategic reporting and recommendations to leadershipQualifications10+ years of medical stop loss underwriting experience and/or 15+ years of progressive underwriting experience with leadership responsibilitiesMust be able to be on-site 2–3 days per weekStrong expertise in stop loss pricing, risk assessment, and underwriting strategyProven leadership experience managing and developing underwriting teamsStrong analytical, negotiation, and decision-making skillsExperience implementing underwriting tools, technologies, and process improvementsAdvanced Excel and written communication skills requiredAdvanced degree or equivalent experience in business, finance, actuarial science, or related field preferredFor immediate consideration, qualified and interested candidates should reach out to Kelly Lucey at klucey@daleyaa.com.