Jobs at Trucker Path Insurance (Now Hiring) — 2 open

Description

Who are We?

Trucker Path is a leading technology platform in the freight and logistics industry, trusted by over a million drivers and carriers for navigation, load planning, and operational efficiency tools. With deep insight into the commercial trucking ecosystem, Trucker Path continues to expand its offerings to better serve the evolving needs of its users.

Trucker Path Insurance (TPI) is the newest subsidiary of Trucker Path, created to provide innovative and accessible insurance products tailored specifically for truckers, fleets, and owner-operators. TPI aims to revolutionize how commercial drivers access insurance by streamlining processes, delivering value, and driving long-term customer relationships. As we rapidly grow our national footprint, we are building a world-class sales team focused on supporting the trucking industry with best-in-class insurance solutions.

Why Choose TPI?

The trucking industry moves the country, and the insurance needs of truckers are significant, specialized, and growing. TPI is positioned at the center of that market — with the technology, relationships, and team to become the most trusted name in trucking insurance nationally. You'd be joining at a meaningful moment in that growth.

If you're a strong salesperson or commercial insurance professional looking for a specialized niche, real earning potential, and a team that invests in your development — we'd like to talk.

What's the Job?

Trucker Path Insurance (TPI) is a fast-growing, specialized insurance agency serving one of the most in-demand and underserved markets in the country — America's truckers, owner-operators, and fleet trucking companies.

We're building a national sales team of talented insurance and sales professionals who want to grow their career, develop deep expertise in a high-value niche, and maximize earnings. The right person for this job will be ready to understand the client’s risk exposure and deliver tailored commercial insurance solutions.

Reporting to the Vice President of Sales, the Commercial Insurance Producer will be instrumental in driving revenue growth and building TPI’s reputation as a trusted partner for truck drivers across the country.

What Will You Do?

Work directly with truckers and owner-operators to understand their business and match the risk with the right commercial insurance coverage. You'll manage a healthy mix of inbound leads and targeted outbound outreach, build lasting client relationships, and grow a personal book of business over time.

What does the day to day look like?

· Consulting with prospects to identify coverage needs and gaps

· Quoting and presenting solutions across commercial auto, cargo, occupational accident, and trucking liability

· Managing your pipeline with focus and follow-through

· Partnering with Sales Leadership to sharpen your approach and hit your goals

· Staying current on market conditions, coverage changes, and industry requirements — with full support from our training team

What’s the work location?

You'll be based in Park Circle — North Charleston's go-to neighborhood for great food, local businesses, and community energy. It's the kind of place you look forward to showing up to. You’ll work in-office five days a week ensuring you have ongoing access to real-time collaboration, coaching, and the energy of the team as you continue to grow and deliver great work. Our standard office hours are weekdays from 9am - 5pm.

What's the Earning Potential?

We built our compensation to reward performance early and consistently — not just at year-end, but every month.

· Base Salary: $60,000

· Monthly Commission: Uncapped — paid on every dollar starting after training period

· First-Year OTE potential: $95,000 – $125,000+ for strong performers

· No ceiling. Ever. Your income grows as your book grows.

Nesting Period & Growth Ramp

 We invest in your success from day one. All new producers begin with a structured onboarding and training program — designed to give you a thorough grounding in our products, systems, and the trucking industry while you're working your pipeline. You won't be thrown in cold. You'll be ready.

Requirements

What are We Looking For?

You don't need a trucking industry background to be successful in this role. What matters most is that you:

• 2 - 4 + years of sales experience in Commercial Trucking Insurance
• You must have an active P&C license 
• Bring a consultative approach — you listen, ask good questions, and match solutions to needs
• Are coachable and motivated by continuous improvement
• Confident and efficient navigating multiple databases, systems, and platforms simultaneously
• A genuine interest in building a long-term career in insurance sales

Familiarity with commercial trucking, FMCSA requirements, or DOT filings is a plus — but not a requirement.

Anything else? Absolutely! Benefits and Perks:

This is a place where every day we are inspired by our teammates, encouraging each other to be our best. The environment is friendly and supportive! And we feel it’s important to reward our team with competitive pay and benefits. Here are some of the highlights:

· AI-First Innovation: We’re building toward becoming an AI-native company — and our employees are part of that journey. You’ll have access to leading AI tools, hands-on learning opportunities, and real-world exposure to how AI is transforming business. We believe the future belongs to those who learn it early — and we invest in helping you do exactly that.

· Health Insurance: Only $100 per month for medical coverage for employee only! And the ability to add dependents or choose an alternative plan and receive a wellness credit to keep your costs down.

· Paid Time Off: Work hard, play hard! A total of three weeks of time off during the calendar year.

· Discounted Gym Memberships: Pay only $28 per month to join a gym! This discount program is available to all employees on our medical insurance plans. Stay fit while keeping more money in your wallet!

· Paternity Leave: We support our team members as they grow their families! Once you qualify for FMLA, you are eligible to receive up to 6 weeks of paid paternity time to bond with a new child.

· Employee Assistance Program: We are proud to offer free access to SupportLinc, a global platform that provides on-demand care as you navigate personal or professional challenges. This confidential and compassionate support system is available to you and your family members anytime you need help.

· Team Building: We may work across time zones and countries, but we’re still united. We host a monthly schedule of team activities, quarterly town halls, open Q&A sessions, and other special events…so many fun ways for us to connect and support one another.

· Growth Opportunities: When our people grow…we grow! We offer leadership training, development journeys for core teams, and coaching/mentoring opportunities. Constant growth and development are inherent in our culture.

· Tools To Do the Job: We ensure you are hooked up with the tools, equipment, and systems you need. We begin the process? Prior to your start date, so you are ready to rock ‘n roll on your first day!

· What Else: We provide a 401(k)-company match and 100% company-paid life/AD&D insurance/short-term disability. Our ultimate goal is to support you and your overall wellness.

Join our growing team and let’s have fun building this business together!