Director of Transportation Insurance

TBK Bank, SSB•Dallas, TX

About The Position

At Triumph, the vision is a world where freight transactions are accurate and seamless on the most modern and secure freight transaction network. The company seeks passionate, innovative, solutions-oriented people with an entrepreneurial spirit and a passion to build successful partnerships. Triumph is building modern financial and technology solutions purpose-built for the transportation industry. This role, Director of Transportation Insurance, is a critical growth area, leading and scaling a specialized insurance division, including the launch of a purpose-built Managing General Agent (MGA), designed to serve both large fleets and the underserved small fleet trucking market.

Requirements

10+ years of experience in commercial insurance, including 5+ years in senior leadership
Deep expertise in transportation insurance (trucking liability, cargo, logistics)
Proven experience owning and managing a P&L
Track record of leading cross-functional teams across underwriting, claims, operations, and sales
Strong knowledge of regulatory frameworks, including Federal Motor Carrier Safety Administration and state insurance laws
Bachelor’s degree required
Eligibility for Property & Casualty (P&C) insurance licensing

Nice To Haves

MBA or advanced degree preferred
Professional designations such as CPCU, ARM, or ARe are a plus

Responsibilities

Define and execute the long-term strategy for Triumph’s Transportation Insurance division—identifying new markets, products, and partnerships while positioning Triumph as a leader in transportation risk.
Oversee the full insurance lifecycle from underwriting to claims to operations.
Establish KPIs, drive operational excellence, and own the financial performance of the business, including P&L, forecasting, and cost management.
Lead the development and launch of a modern MGA—leveraging delegated authority, specialized underwriting expertise, and streamlined infrastructure to deliver faster, smarter insurance solutions.
Guide and develop a dedicated sales team, ensuring strong pipeline development and alignment with broader company priorities.
Help expand distribution through multiple channels and partnerships.
Ensure adherence to all regulatory requirements, including transportation-specific regulations like Federal Motor Carrier Safety Administration.
Establish strong controls, manage risk, and serve as a key liaison to regulators, reinsurers, auditors, and executive leadership.
Build relationships with brokers, agents, carriers, and clients while representing Triumph at key industry events.
Directly shape product development and go-to-market strategies through insights.
Lead a cross-functional organization spanning underwriting, claims, operations, compliance, and sales—fostering a culture of accountability, innovation, and continuous improvement.