Director of Transportation Insurance Operations & Growth
30 days ago
$50000–$85000 yearly
Full-time
Monsey
Director of Transportation Insurance Operations & Growth 📍 Location: New York Office 🕒 Work Arrangement: In-office preferred; limited hybrid flexibility available during the first few months About the Company We are a growing transportation insurance organization focused on delivering high-quality insurance placement and risk management solutions to clients across the transportation and logistics space. Our mission is to operate with discipline, professionalism, and a growth mindset—building long-term carrier partnerships while protecting both our clients and our company. About the Role We are seeking a highly experienced Transportation Insurance leader to join our New York office and take ownership of sales strategy, carrier relationships, risk management, operations, technology, and growth initiatives. This is a senior leadership role for someone who is both strategic and hands-on—capable of building structure, holding teams accountable, and scaling a transportation insurance operation the right way. The ideal candidate understands carrier appetites, submission quality, E&O prevention, CRM systems, SOP development, and team leadership—and is comfortable setting high expectations and ensuring work is done correctly. Key Responsibilities Sales Leadership & Team Management • Ensure sales representatives are prospecting and calling on the right accounts, aligned with insurance carrier appetites and underwriting guidelines, • Lead, coach, and hold sales staff accountable for quality submissions, professionalism, and performance, • Interview, hire, onboard, and train new sales and operations team members, • Develop structured training programs for sales, service, and operations teams, • Help design and negotiate commission structures and compensation plans, • Foster a high-performance, growth-oriented culture, • Carrier Relations & Market Strategy, • Research, evaluate, and build relationships with new insurance carriers in the transportation insurance space, • Maintain strong relationships with existing carrier partners and underwriters, • Strategically manage the submission of business to the correct markets, • Monitor carrier appetite changes, market conditions, and regulatory updates, • Risk Management & Compliance, • Apply a strong risk management mindset to all sales and operational decisions, • Protect the company from Errors & Omissions (E&O) exposure through documentation, controls, and oversight, • Develop and launch risk management services for transportation clients, • Ensure compliance with carrier guidelines, internal standards, and regulatory requirements, • Operations, SOPs & CRM, • Design, implement, and enforce standard operating procedures (SOPs) across the organization, • Lead the implementation and company-wide adoption of a CRM system, • Ensure data accuracy, pipeline visibility, and reporting consistency, • Improve business processes to support scalability and operational efficiency, • Technology, AI & Innovation, • Identify and evaluate AI and automation opportunities to improve prospecting, submissions, workflows, and customer service, • Partner with leadership to implement modern tools that increase productivity and reduce risk, • Branding & Marketing, • Support and oversee branding and marketing initiatives, • Ensure the company maintains a professional, corporate, and consistent online presence, • Oversee brand consistency across the website, social media, digital marketing, and client-facing materials, • Collaborate with internal teams and external vendors to align messaging with company values and compliance standards, • Work Location & Schedule, • This role is based in our New York office, • In-office presence is expected, particularly during onboarding, training, and strategic planning, • Limited hybrid flexibility may be available for the first few months, depending on experience and business needs, • Ongoing flexibility may be considered after successful integration and performance, • Qualifications & Experience, • Extensive experience in transportation insurance, • Strong understanding of trucking, logistics, and transportation-related insurance programs, • Proven experience leading, training, and managing sales and operations teams, • Deep knowledge of carrier appetites, underwriting processes, and E&O prevention, • Experience building SOPs and implementing CRM systems, • Strong analytical, organizational, and decision-making skills, • Excellent communication and leadership abilities, • Results-driven with a strong growth mindset, • Why Join Us, • Senior leadership role with real influence on company direction, • Opportunity to build and scale teams, systems, and carrier relationships, • Ability to create long-term value through risk management and operational excellence, • Competitive compensation with performance-based incentives Additionally, we are looking for someone with management skills, capable of leading and developing a sales team with a growth mindset. Knowledge of standard operating procedures (SOPs) and customer relationship management (CRM) systems is essential.
