
11 - 50 employees
Founded 2025
🛡️ Insurance
🤝 B2B
☁️ SaaS
Insurance • B2B • SaaS
Trucker Path Insurance is a tech-enabled insurance agency and a unit of Trucker Path focused exclusively on commercial truck insurance for owner-operators and fleets. They provide quick online quotes, compare rates from top carriers, and offer same-day coverage, state-specific insurance products, and tools integrated with the Trucker Path ecosystem. The company emphasizes cost savings (up to 30% and median savings claims), fast service from industry-experienced staff, and is licensed in 30+ states.
🔥 55 minutes ago
Where this job comes from
Posted on Trucker Path Insurance's careers page, not through a job board
First seen by Remote Rocketship 55 minutes ago

11 - 50 employees
Founded 2025
🛡️ Insurance
🤝 B2B
☁️ SaaS
Insurance • B2B • SaaS
Trucker Path Insurance is a tech-enabled insurance agency and a unit of Trucker Path focused exclusively on commercial truck insurance for owner-operators and fleets. They provide quick online quotes, compare rates from top carriers, and offer same-day coverage, state-specific insurance products, and tools integrated with the Trucker Path ecosystem. The company emphasizes cost savings (up to 30% and median savings claims), fast service from industry-experienced staff, and is licensed in 30+ states.
• Build and grow a book of commercial trucking insurance business through inbound opportunities, referrals, prospecting, and relationship development • Consult with owner-operators, fleet owners, and transportation businesses to understand operations, exposures, loss history, and insurance needs • Structure, quote, and present coverage solutions including commercial auto, motor truck cargo, general liability, occupational accident, and other trucking-related products • Navigate carrier appetite, underwriting requirements, submissions, and market options to identify competitive client solutions • Advise clients on trucking-specific insurance requirements, including FMCSA regulations, DOT filings, and related compliance considerations • Maintain an organized, active sales pipeline and follow opportunities through quote, bind, and renewal • Work with Sales Leadership, underwriting resources, and the broader TPI team in a collaborative remote environment • Report to the Vice President of Sales
• 2+ years of commercial trucking insurance experience, ideally in a producer, broker, agent, or account-facing role • Active Property & Casualty insurance license • Strong understanding of commercial trucking risks and insurance products • Working knowledge of FMCSA requirements, DOT filings, and transportation insurance requirements • Demonstrated ability to develop relationships, assess client needs, and sell commercial insurance consultatively • Experience working with insurance carriers, underwriters, quoting platforms, and agency management or CRM systems • Strong pipeline management and follow-through • Comfortable balancing inbound opportunities with proactive business development • Experience with fleet, middle-market, or complex trucking accounts preferred • Existing carrier relationships or strong knowledge of the trucking insurance marketplace preferred • Experience building and managing a personal book of business preferred • Multi-state P&C licensing preferred • Strong knowledge of commercial auto underwriting and transportation risk preferred
• Access to leading AI tools, hands-on learning opportunities, and real-world exposure to AI transformation • Medical coverage for employee only for $100 per month, with dependent coverage or alternative plan options and wellness credit • Three weeks of paid time off during the calendar year • Discounted gym memberships for $28 per month for employees on medical insurance plans • Up to 6 weeks of paid paternity leave after qualifying for FMLA • Free Employee Assistance Program access through SupportLinc for employees and family members • Monthly team activities, quarterly town halls, open Q&A sessions, and other special events • Leadership training, development journeys, coaching, and mentoring opportunities • Tools, equipment, and systems provided before the start date • 401(k) company match • 100% company-paid life/AD&D insurance • Short-term disability insurance
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