FreightSimple
Careers

Account Executive

📍 Field-based in your territory (US or Canada)

Own a territory, meet customers face to face, and grow your own book of business - with a stable salary and unlimited room to grow. This is a career you can build a life around, out in the world rather than behind a desk, at a passionate, young, growing company.

🌍 Why this matters

Everything you see around you came on a truck. Freight is the backbone of the modern world, and it touches almost every business there is.

This is a rare chance to really understand the world economy and the huge variety of companies that make it up. In a single week you might talk to a makeup brand, a company shipping airplane parts, an art gallery, a huge distribution warehouse, a plumbing fixtures supplier, and a printing company. The types of businesses we support are endless, and you’ll get to walk through their doors, learn how they work, and help them grow.

🚗 The short version

You own a territory. You visit customers and leads in person, you close deals, and you grow your own book of business over time. You’re the kind of person who lights up a room, who can talk to anyone, and who genuinely enjoys meeting new people.

If that’s you, keep reading.

🚀 Why this role is different

You’ll be out in the field, meeting real people at real businesses, not parked behind a desk all day. You’ll get to know your customers, understand what they ship and why, and become the trusted face of FreightSimple in your territory.

This is a career, not just a job. You’ll build and grow your own book of business, develop real expertise, and have a genuine hand in shaping where your career goes. It’s a way of working, and a way of living, that gets you out into the world and puts your future in your own hands.

You’re not selling something people put up with. We have a product our customers truly love, and you’ll feel that in every conversation.

You won’t be doing it alone. A remote customer success specialist and our operations team will have your back, so you can focus on what you do best: building relationships and winning customers.

💡 What we'll equip you with
An iPad and the best CRM system you've ever seen, built specifically for our team. Less busywork, more time in front of customers.

✨ What you’ll actually do

Own your territory

  • Take ownership of a territory and treat it like your own business
  • Visit customers and leads in person to build real, lasting relationships
  • Be the trusted face of FreightSimple in your area

Win and grow customers

  • Close new customers and turn them into regular shippers
  • Grow and manage your own book of business over time
  • Listen closely, understand what each business needs, and solve their problems

🎯 What we’re looking for

  • Someone who lights up a room, confident and outgoing with a kind personality
  • Can talk to anyone and walk through the door of any company
  • A self-starter, self-motivated and results driven
  • A valid driver’s licence and access to a car, since this role involves visiting customers in person
  • Excellent listening and communication skills
  • High attention to detail
  • Able to multitask and juggle competing priorities
  • A team player who can give and receive feedback
  • Freight experience is a bonus, not a must. A background in selling something matters more, whether that’s retail, fine dining service, cosmetics, medical sales, or anything else where you won people over

💙 Why you’ll love working here

  • A career, not just a job, with room to grow and a lifestyle out in the world rather than behind a desk
  • A territory that’s yours to own and grow
  • The best tools, including an iPad and powerful in-house CRM software built for our team
  • A product our customers truly love
  • Real support, with a remote customer success specialist and our operations team behind you
  • A front-row seat to the world economy and the fascinating businesses that run it
  • A passionate, young, growing company where your work makes a real difference
  • Thorough onboarding and ongoing support
  • A competitive base plus bonuses, with transparent targets so you always know exactly what you need to do to earn them
  • Mileage compensated, so time on the road never costs you out of pocket

If you love meeting people, thrive on the road, and want to build a career that’s truly your own, let’s talk.

Interested in this role?

We'd love to hear from you. Apply today and join the FreightSimple team.