Senior Director, Alternative Risk Underwriter

The Senior Director, Alternative Risk Underwriter will be responsible for leading the strategy, underwriting performance, and portfolio management of alternative risk solutions, including captive insurance programs and niche specialty products. This role combines technical underwriting expertise, client advisory, and business development to deliver customized risk solutions for complex clients, with a focus on captives and specialty lines.QualificationsBachelor’s degree in Finance, Risk Management, Insurance, or related field (MBA or advanced degree preferred)15+ years of underwriting experience, with focus on captives, alternative risk, or specialty linesDemonstrated experience structuring and managing captive programsDeep knowledge of captive insurance structures, reinsurance, and risk financing mechanismsStrong financial analysis and underwriting skillsFamiliarity with actuarial concepts and regulatory frameworksProven leadership and team management experienceStrong negotiation and relationship management skillsAbility to communicate complex concepts to both technical and non-technical audiencesProfessional designations such as CPCU, ARe, or ARM preferredExperience working with global captive domiciles (e.g., Bermuda, Cayman Islands, Vermont) preferredEstablished broker and client network within specialty or alternative risk markets preferredKey ResponsibilitiesLead underwriting strategy for alternative risk programs, including captives, structured solutions, and specialty risksEvaluate complex risk profiles, pricing adequacy, and coverage structuresOversee portfolio performance, including profitability, loss ratios, and capital efficiencyEstablish underwriting guidelines, authority levels, and best practicesDesign and structure captive insurance programs (single-parent, group, cell, and micro-captives)Analyze feasibility studies, pro formas, and financial projectionsPartner with actuarial, legal, and regulatory stakeholders on program formation and governanceAdvise clients on optimal risk retention, reinsurance strategies, and capital deploymentServe as senior advisor to clients, brokers, and consultants on alternative risk strategiesLead negotiations on complex deals and program structuresBuild and maintain relationships with key brokers, captive managers, and reinsurersIdentify and develop new business opportunities in specialty and alternative risk marketsCollaborate with distribution teams to expand market presenceRepresent the organization at industry events, conferences, and client meetingsLead and mentor other underwritersFoster a high-performance, collaborative underwriting cultureProvide technical guidance and referral support for complex risksEnsure compliance with applicable insurance regulations and captive domicile requirementsMaintain strong governance and documentation standardsMonitor industry trends and regulatory developments impacting alternative riskThe above cited duties and responsibilities describe the general nature and level of work performed by people assigned to the job. They are not intended to be an exhaustive list of all the duties and responsibilities that an incumbent may be expected or asked to perform.Key CompetenciesStrategic thinking and decision-makingHighly motivated and take initiativeCommercial acumenInnovation in risk solutionsClient-centric mindsetCollaboration and influenceAdditional InformationFull benefit package including medical, dental, life, vision, company paid short/long term disability, 401(k), tuition assistance and moreJob Posting DisclaimerFortegra has recently been made aware of unauthorized communications regarding career opportunities by individuals not associated with Fortegra or our recruitment team. Fortegra will only contact you from the Fortegra domain address (@fortegra.com). If you receive a message from someone posing as a Fortegra recruiter via text message, WhatsApp, Telegram or other messaging platform, please report it as phishing and block the sender.Fortegra is not accepting unsolicited resumes from search firms for this position.