[Remote] Director of Underwriting at Sidecar Health

The Director of Underwriting will lead the group underwriting function, personally underwriting complex cases, and managing the day-to-day operations of the underwriting team. This role involves leading, mentoring, and developing underwriters, establishing underwriting guidelines and policies, and partnering with Sales to support new business growth and client relationships. Responsibilities include providing creative underwriting solutions, collaborating with cross-functional teams on pricing and renewals, approving escalated underwriting decisions, monitoring performance, and building relationships with brokers, consultants, and reinsurers. The Director will also promote a culture of accountability and continuous improvement within the underwriting function.