// For trucking companies with their own fleet
AI for trucking companies, tested on settlement weeks and detention you already closed.
For carriers that run trucks they own or lease, driven by company drivers or by owner-operators leased on to your authority. Start where the weekly paper piles up: driver settlements, or the detention and accessorial charges your customers owe. Either one becomes a free AI proof of concept on redacted copies of 20 to 30 weeks or loads your office already settled or billed. Nothing logs in to your TMS, an ELD portal or a fuel card account, and your reviewer, the person on your staff who knows that desk best, decides whether it passed.
- First job
- Driver settlements, or detention and accessorial charges
- You send
- Copies of 20 to 30 closed weeks or loads, after the NDA
- Driver data
- Names, license numbers, bank details and pay swapped for look-alikes
- Never
- A driver paid, a customer billed, a rate changed, anyone contacted
- Logins
- None: no TMS, ELD or fuel card portal
- Price
- A range on the call, a fixed price before signing
// Jobs we would test
Two desks to start from, two that could follow
Driver settlements
Each driver's or owner-operator's statement drafted from the week's loads, rate confirmations, fuel card and advance records, and the deductions their lease or pay plan allows, with every line that doesn't match listed for the person who runs pay.
See the driver settlements pageDetention and accessorial charges
Detention, layover, lumper and TONU charges drafted from the driver's check-in and check-out records and each customer's rate terms, with every charge that lacks support listed for your billing clerk.
See the detention and accessorials pageIFTA fuel tax records
Each quarter's miles and fuel gallons by jurisdiction gathered from trip records and fuel card files, with missing trips, receipts and odometer gaps listed for whoever prepares the return.
Permit and toll reconciliation
Toll statements and oversize or trip permits matched to the truck, the trip and the load they belong to, so each charge lands on the right customer bill or lessor's statement.
// Why these two first
The lease and the load already say what each line should be
A leased truck runs on written terms. Apart from interchange and a few exemptions, FMCSA's leasing rules let a carrier haul in equipment it doesn't own only under a written lease that meets 49 CFR 376.12. Section 376.11 also calls for a receipt naming the equipment and the date and time possession changes hands, when the carrier takes the truck and, if the lease asks for one, when it gives it back. For an owner-operator, that lease and its addenda are the rulebook every settlement line answers to. For a company driver, the pay plan does the same job.
No two drivers have to be paid alike. Section 376.12(d) lets pay be a percentage of gross revenue, a flat rate per mile, a rate that changes with the direction traveled or the commodity, or any other method both sides agree on, written in the lease or an addendum delivered to the owner before the first trip. One settlement run can apply several formulas side by side, and each can be checked against paper your office already holds. That gives the test a clear answer key: the statement each driver actually received.
Detention sits on the same list. The lease must also say who carries the cost of fuel, fuel taxes, empty miles, permits, tolls, ferries, detention and accessorial services, plates and licenses, and who loads and unloads. A charge your billing clerk claims from a customer can therefore turn up again as a line on a leased driver's statement, and the fuel tax, permit and toll records on the later cards come from that same clause. Whichever of the first two jobs you pick, it puts the paper for the next ones within reach.
The old weeks are still on file. Under 49 CFR 395.8(k), a carrier keeps each driver's records of duty status and their supporting documents for at least six months. A recent quarter's loads, logs, statements and invoices should all be on hand, which is what a side-by-side test needs.
Driver data stays out. Those records carry personal details. Section 395.22 has an ELD driver account hold the driver's name as it reads on the license, the license number and the issuing state, while barring the license number and Social Security number from the username. Once the NDA is signed, and before anything moves, your office replaces driver names, license numbers, bank details and pay amounts with look-alikes, kept consistent so the arithmetic still checks. Classification is outside the test as well: section 376.12(c)(4) says the lease's control language is not meant to decide whether a lessor or its driver is an independent contractor or an employee. Nothing on these pages is legal, tax or employment advice.
The limit on both jobs. The proof of concept never pays or settles a driver, never bills a customer or files a claim, never changes a rate, and never contacts a driver, broker, shipper or receiver. It never logs in to your TMS, an ELD portal or a fuel card account, and it works only on copies. A person on your team decides and sends.
// How the test runs
Three steps, starting with one desk
- Step 01
Pick the job, name the reviewer
The owner chooses settlements or detention and names the reviewer, often the settlement or driver pay lead for the first and the billing lead for the second. Success criteria are written down, you hear a price range for the live job, and the NDA is signed before a single file moves.
- Step 02
Redacted copies of closed work
We call it the sandbox. You send 20 to 30 settled driver weeks with their loads, fuel card files and pay terms, or 20 to 30 billed loads with their check-in records and customer terms, personal details already swapped for look-alikes. If records can't leave the terminal, your reviewer helps us build stand-ins that keep the hard cases.
- Step 03
A month of live work after a yes
For about 30 days the same job runs on new weeks or new loads. A person on your team approves each statement before a driver sees it and each charge before a customer does. Any second job is decided and priced by itself.
Priced per job. You get a range before the proof of concept and a fixed price before you sign.
Rob sets the range on the call from a few counts: drivers settled each week, how many lease and pay plan versions are in force, and roughly how many loads a week carry an accessorial.
// Questions
What carriers ask first
Do you need access to our TMS, ELD or fuel cards?
We run company drivers and owner-operators. Can one test cover both?
Will the AI decide whether our owner-operators are contractors?
What happens to driver personal data?
Can we start with detention instead of settlements?

Rob Eason, founder
// Book a proof of concept call
Start from a month of closed settlement weeks.
Thirty minutes with Rob on your fleet, your role, the job you'd test first and roughly how many drivers you settle in a week. Statements, logs and leases stay in your office until the NDA is signed.
- Co-owned a 60-employee financial services firm and sold his share to his partner.
- Ran GOSO Technologies, a Boston solar company rated 5/5 across 24 Google reviews.
- 5/5 across 83 reviews in HighLevel's Certified Admin Directory.
- 4.3/5 from 6 Google reviews of Massmarket AI.
- Every directory and Google review, critical ones included, is shown word for word at massmarket.ai/reviews.
- Takes every proof-of-concept call himself.
