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HA

Hagerty

via Workday

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Vice President of Underwriting

Anywhere
Full-time
Posted 12/18/2025
Direct Apply
Key Skills:
Risk evaluation
Underwriting expertise
Regulatory compliance
Reinsurance knowledge
High-net-worth insurance

Compensation

Salary Range

$200K - 200K a year

Responsibilities

Lead complex underwriting decisions, manage high-value risks, ensure regulatory compliance, and mentor underwriting staff.

Requirements

Extensive experience in high-value personal insurance underwriting, regulatory knowledge, and leadership in underwriting strategies.

Full Description

As Vice President of Underwriting, you will serve as a senior technical underwriting expert and strategic advisor within the Corporate Underwriting team. This individual will drive profitable growth through advanced risk evaluation, specialized referral management, product development consultation, and mentoring of underwriting staff/Private Client team members. The role combines deep technical expertise, leadership in underwriting philosophy, and a strong ability to manage complex, high-value, and CAT-exposed risks. Ready to get in the driver’s seat? Join us! What you’ll do Advanced Underwriting & Referral Management Make and oversee standard underwriting decisions across complex risks. Review and approve supercar referrals, including those failing SCSS or lacking RUV documentation. Manage 26-point Eligibility file referrals and other high-level exceptions. Lead Adverse Action decisioning and compliance, ensuring alignment with regulatory requirements. Serve as the lead underwriter for risks above defined TIV thresholds (e.g., $10M+), working directly with Risk Advisors to develop robust risk profiles. Evaluate PCS underwriting decisions and provide high-level consultation on challenging submissions. Handle various CAT-exposed situations where TIV exceeds $1M and alarming threshold referrals. Oversee overseas shipping and Visiting Collectors risk evaluations. Regulatory & Filing Expertise Provide filed UWGL support and craft responses to regulatory objections. Maintain deep knowledge of filing requirements, ensuring compliance with all state and national insurance regulations. Manage and consult on third-party report contracts (e.g., CLUE, MVR, Risk Meter) and ensure cost-effective and compliant utilization. Audit & Reinsurance Lead and execute underwriting audits, including Markel UW audits conducted bi-annually. Provide reinsurance expertise, assisting in the transition of full program and facultative (FAC) reinsurance arrangements from partner carriers to Hagerty. Strategic Underwriting Leadership Assist in shaping Private Client Underwriting philosophy and long-term direction, balancing client profile considerations with market influence and portfolio composition. Mentor Private Client team members on holistic risk assessment and profile underwriting, leveraging historical insight and market data. Drive the advancement of rating structures and tiers/segments (e.g., $500K–$1M, $1M–$3M, $3M–$5M). Consult on new product features, rating algorithms, and policy language to enable profitable growth and competitive positioning. Develop geographic rating zones to manage aggregation of risks and determine when mandatory deductibles are required. Training & Development Provide 1-on-1 and group training for underwriting team members on complex risk evaluation and Private Client practices. Serve as an internal subject matter expert for high-net-worth underwriting strategies and advanced risk segmentation. Key Competencies Strategic and analytical thinker with a deep understanding of high-value personal insurance risks. Ability to balance growth and profitability while maintaining underwriting discipline. Collaborative and influential leader capable of shaping underwriting philosophy and direction. Detail-oriented with exceptional organizational and decision-making abilities. This might describe you Proven experience, including progressive underwriting experience within high-net-worth or Private Client personal lines insurance. Proven expertise in complex risk evaluation, including high-TIV and CAT-exposed risks. Strong knowledge of regulatory filings, compliance, and reinsurance structures. Demonstrated ability to mentor and train underwriting professionals. Track record of managing audits and third-party vendor relationships. Excellent analytical, negotiation, and communication skills. Other things to note This role can be worked from any U.S. remote location. Familiarity with public company requirements, including Sarbanes Oxley and key regulations, if applicable. For SOX compliant roles, responsible for designing, executing, and documenting internal controls where they have been identified as owners to prevent errors in financial reporting, processes, and business operations. Including attestation to the completeness, accuracy, and compliance of all financial reporting data, where applicable. Say hello to Hagerty Hagerty is an automotive enthusiast brand and the world’s largest membership organization. Along with being a best-in-class provider of specialty insurance for enthusiasts, Hagerty is also home to the Hagerty Drivers Foundation, Garage + Social, Hagerty Drivers Club, Marketplace and so much more. Committed to saving driving for future generations, each and every thing Hagerty does is dedicated to the love of the automobile. Hagerty is a rapidly growing company that values a winning culture. We provide meaningful work for and invest in every single team member. At Hagerty, we share the road. We are an inclusive automotive community where all are welcomed, valued and belong regardless of race, gender, age, or car preference. We are united by our shared passion for driving, our commitment to preserve car culture for future generations and our desire to make a positive impact in the world. If you reside in the following jurisdictions: California, Colorado, District of Columbia, Hawaii, Illinois, Maryland, Minnesota, Nevada, New York, New Jersey, Ohio, Rhode Island, Vermont, Washington, or Canada please email recruiting@hagerty.com for compensation, comprehensive benefits and the perks that set us apart. #LI-remote EEO/AA US Benefits Overview Canada Benefits Overview UK Benefits Overview If you like wild growth and working with happy, enthusiastic over-achievers, you'll enjoy your career with us! Hagerty is an automotive enthusiast brand committed to saving driving and to fueling car culture for future generations. We are a leading provider of specialty vehicle insurance, expert car valuation data and insights, live and digital car auction services, immersive events and automotive entertainment custom made for the 67 million Americans who self-describe as car enthusiasts. Hagerty also operates in Canada and the U.K. and is home to Hagerty Drivers Club, a community of over 800,000 who can’t get enough of cars. We are a rapidly growing company that values a winning, values-driven culture. We provide meaningful work for, and invest in, every single team member.

This job posting was last updated on 12/22/2025

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