Sales Manager in Charleston, South Carolina at TRUCKER PATH INSURANCE INC

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.

What's the Job?

We're looking for an experienced Sales Manager to lead, develop, and inspire a team of Commercial Insurance Producers in a fast-paced, high-growth environment. This role is responsible for driving team performance, developing producers through structured coaching, and ensuring consistent execution against agency sales goals.

Success in this role requires a leader who thrives in an environment built around accountability, continuous improvement, and measurable results. You'll partner closely with the VP of Sales to execute sales strategy, build scalable coaching processes, and create a culture where producers are empowered to succeed while maintaining a relentless focus on performance.

Lead a High-Performing Sales Team

• Lead, coach, and develop a team of 20–25 Commercial Insurance Producers.
• Conduct structured team meetings, coaching sessions, and performance reviews to drive accountability and professional growth.
• Foster a positive, collaborative, and growth-oriented culture while maintaining high performance expectations.
• Address performance concerns through coaching, development plans, and performance management when necessary.

Drive Sales Performance

• Ensure the team consistently meets or exceeds sales goals, conversion metrics, and premium growth targets.
• Monitor producer pipelines, activity metrics, and CRM reporting to proactively identify coaching opportunities and remove roadblocks.
• Partner with the VP of Sales to develop and execute sales strategies that accelerate agency growth.
• Support producers throughout the sales process, including quoting, coverage presentations, negotiations, and closing business.
• Drive urgency across the sales organization by maintaining strong pipeline discipline and timely follow-up.

Improve Operations & Compliance

• Ensure producers follow agency procedures, documentation standards, and CRM best practices.
• Monitor compliance with carrier guidelines and Department of Insurance requirements.
• Partner with Operations and Training teams to continuously improve sales processes and producer onboarding.
• Utilize reporting and performance dashboards to make data-driven decisions that improve team effectiveness.

Support Customer & Market Growth

• Assist producers with escalated client, broker, or carrier conversations.
• Identify opportunities to expand Trucker Path Insurance's presence within the commercial trucking market.
• Champion an exceptional customer experience throughout every stage of the sales process.

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. You’ll work in-office five days a week ensuring you have ongoing in the moment coahcing with the team. Our standard office hours are weekdays from 9am - 5pm.

What are We Looking For?

• Active Property & Casualty insurance license in applicable agency states.
• 5 – 7 years of insurance sales experience.
• 2 – 3+ years of sales leadership or management experience preferred.
• 3 – 5 years of commercial trucking or transportation insurance experience required.
• Experience leading mid-to-large sales teams (15+ direct reports) preferred.
• Proven success coaching producers to achieve and exceed sales goals.
• Strong understanding of sales pipeline management, forecasting, and performance reporting.
• Excellent communication, coaching, and leadership skills.
• Comfortable leveraging CRM platforms, reporting tools, and sales technology to drive performance.
• Ability to thrive in a fast-paced, high-growth organization with ambitious goals.
• Confident making difficult performance management decisions while maintaining a positive team culture.
• Entrepreneurial mindset with a passion for building teams and growing a business.

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!