Trucker Path Insurance (TPI) | Full-Time | Downtown Warehouse District, Phoenix, AZ | In-Office
The Gig
America’s truckers keep the country moving — and they need insurance that actually works for them. TPI is the newest arm of Trucker Path (the app over a million truckers already trust), and we’re building out a sales team to bring modern, tech-forward insurance to a massive, underserved industry.
No trucking background? No problem. If you’re a people-person who’s curious, coachable, and wants a job where your paycheck actually reflects your hustle — keep reading.
What You’ll Actually Do
- Talk to real truckers and fleet owners, figure out what coverage they need, and get them protected
- Quote and sell commercial auto, cargo, occupational accident, and trucking liability coverage
- Manage your own pipeline (we’ll teach you how)
- Get hands-on training from day one, so you’re never thrown in cold
Where AI Fits In
We’re going all-in on AI-powered tools — not to replace people, but to take the busywork off your plate so you can focus on what humans do best: building trust and closing deals. Think less time on repetitive admin, more time actually talking to clients. Sales is a people business. We don’t see that changing — AI just helps you do it faster and smarter.
Money Talk 💰
- Base Salary: $56,000
- Commission: Uncapped, starts after training, paid monthly (not just at year-end)
- Year 1 Target: $95,000–$120,000+ for strong performers
- No ceiling. Ever.
The Perks
- Health coverage for $100/month (employee only), plus dependent/alternative plan options
- Pet insurance — because your dog deserves benefits too
- Free gym membership for you and discounted family access
- Continued education & formal training — leadership development, mentoring, and skill-building baked into our culture
- Community give-back programs — we show up for our neighborhood, not just our clients
- 3 weeks PTO to actually use
- Paid parental leave (up to 6 weeks once FMLA-eligible)
- 401(k) match + 100% company-paid life/AD&D/short-term disability
- Free mental health support for you and your family (EAP/SupportLinc)
- Monthly team events, quarterly town halls, and open Q&As — real culture, not just a Slack channel
What We’re Looking For
- 1–3 years of experience in B2B sales, insurance, or something similar
- An active Single or Multi-State P&C license (or you’re willing to get one)
- Coachable, curious, and motivated to keep growing
The Vibe
We’re a mix of recent grads and career changers from all over — UGA, USC, Arizona State, College of Charleston, you name it. Different backgrounds, same energy: we work hard so we can play even harder. Expect a team that pushes you to hit your numbers and shows up for happy hours, game days, and everything in between.
Where You’ll Work
Downtown Phoenix’s Warehouse District — just minutes’ walk from the Suns/Mercury arena (Mortgage Matchup Center, formerly Footprint Center), surrounded by great food, coffee, and city energy. You’ll be in-office Monday–Friday, 9–5, working alongside a team that actually wants to see you win.
