Founding Sales Rep, Setter + Closer (Path to VP of Sales)

ABOUT FLEETGEN

Cargo theft and carrier fraud cost U.S. shippers and brokers hundreds of millions of dollars a year. Since the Supreme Court's Montgomery v. Caribe ruling in May 2026, freight brokers can be sued for hiring the wrong carrier. FleetGen is the compliance and carrier verification platform brokers use to make sure the carrier hauling a load is who they claim to be.

• Used by teams at Amazon, GEICO and the U.S. Department of Transportation

• 3,000+ users, and over 2 million carrier searches in a single month at our peak earlier this year

• Our carrier search is the core of the product. Users tell us they trust our data over the incumbents'.

• AI that emails insurers to request and verify a carrier's certificate of insurance, so brokers stop chasing paperwork

• Launch has soft-committed to our current round and has expressed interest in our Series A

• Advised by a unicorn founder, and by an advisor with deep relationships in the current administration who also runs a quantitative hedge fund

SALES TEAM VISION

• We are building our first sales team and promoting from within. Within 60 days, one person from this group becomes VP of Sales.

• You set before you close. Every rep books their own meetings, runs their own demos and closes their own deals.

• The VP of Sales hires, trains and leads the team, works our largest accounts (brokers paying $25K+ a month), and earns 1% of every sale the team closes.

WHO THIS IS FOR

• You are a top-performing rep, or you've worked in freight brokerage and know how brokers buy

• You've started a business, and it didn't work out

• You are extremely hard-working and like being measured

• You want a leadership role, not just a seat

• You want to build a book of residual income instead of a capped salary

WHAT WE OFFER

• 2 weeks of hands-on training directly with the founders, then 2 weeks running your own deals under our management

• You join every demo you book during training and learn objection handling on live calls

• 50% of every account you close, paid monthly for 12 months

• Equity in FleetGen

• A real shot at VP of Sales in 60 days, based on your numbers

RESPONSIBILITIES

• Follow our sales process and train with the founders daily

• Dial, email and message freight brokers to book demos

• Run your own demos and close your own deals

• Manage your pipeline, follow up properly and log every touch in the CRM

• Nurture every account you close: onboarding check-ins, renewals and upsells. The relationship is what keeps your residual paying.

• Be a team player

DAILY RESULTS

• 60 to 100 dials minimum

• Live conversations equal to 70% of your dial target (42 to 70). Keep dialing until you hit it.

• 6 demos set

• 70% show rate

• 3 to 4 demos run once you're solo

• 20% close rate on demos held

The more you set and close, the stronger your case for VP of Sales.

REQUIREMENTS

• 6+ months in an SDR/BDR, closing or freight sales role, OR you've sold for your own business

• Exceptional on the phone

• Self-sufficient and able to manage your own time

• Open to learning a new sales process

• Freight, logistics or insurance experience is a strong plus

LOCATION

Remote, USA. Independent contractor (1099). Open to candidates in: AL, AZ, CO, FL, GA, IL, IN, KS, LA, MD, MI, MN, MO, NC, NE, NJ, NV, OH, OR, PA, SC, TN, TX, UT, WA, WI.

COMPENSATION

• 100% commission, uncapped

• 50% of each closed account's revenue, paid monthly for that account's first 12 months

• Equity stake in FleetGen (vesting; details at offer)

• VP of Sales: all of the above, plus 1% of all revenue closed by the sales team

WHAT THAT LOOKS LIKE

Contracts run from $299/month for a single broker to $2,900/month for larger teams, and enterprise brokers can exceed $25,000/month. Because you keep earning on every account for a year, your income stacks:

• Close 10 accounts a month at $299: about $1,500 in month 1, $9,000 in month 6, $17,900 in month 12

• Close 15 accounts a month at $299: about $2,200 in month 1, $13,500 in month 6, $26,900 in month 12

• One $2,900/month account pays you $1,450 a month for a year

• One $25,000/month enterprise account pays you $12,500 a month for a year

OUR VALUES

Outwork the problem. Fraudsters work around the clock. We out-hustle them, and the incumbents.

Trust is the product. Brokers buy FleetGen to know who they're dealing with. We hold ourselves to the same standard: honest numbers, honest feedback, honest promises.

Own your book. Every account you close is yours to grow and keep. Treat it that way.