// AI for drayage companies
AI for drayage companies, tested on per diem disputes and container bills you already closed.
For carriers moving containers between marine terminals, rail ramps and warehouses. Begin with per diem dispute files, or with chassis and accessorial billing checks before a container's invoice goes out. Either one becomes a free AI proof of concept on copies of 20 to 30 containers your office has already closed. Nothing logs in to your TMS or a terminal portal, and your reviewer, the person on your staff who knows that desk best, decides whether it passed.
- First job
- Per diem dispute files, or chassis and accessorial checks
- You send
- Copies of 20 to 30 closed containers, after the NDA
- Access
- None: no TMS, terminal portal or equipment provider site
- Never
- A dispute sent, an invoice changed, a charge ruled valid
- Reviewer
- Named by the owner before anything moves
- Price
- A range on the call, then fixed before you sign
// Jobs we would test
Start where the box has already come back
Per diem dispute files
A detention or per diem invoice built into one file: the fields the invoice should carry, the container and free-time dates as billed, gate and appointment records, the tariff or agreement it rests on, and each item that doesn't match, for your dispatcher or billing person to review and send.
See the per diem disputes pageChassis and accessorial billing checks
The customer's rate confirmation read against delivery orders, chassis usage records and accessorial tickets before invoicing, covering pre-pull, wait time, chassis days and split as written, with every difference listed for someone in billing to resolve.
See the billing checks pageDelivery orders into dispatch
Delivery orders that arrive by email as PDFs drafted into a move record, with container and bill numbers, terminal, last free day, delivery address and references, for a dispatcher to accept.
Terminal access files
Each driver's and truck's paperwork held against what the terminals you call at ask for, such as TWIC dates and plate registrations, with anything lapsing or missing listed for your safety lead.
// Why these two first
Interchange paper and rate confirmations already show the answer
The interchange terms are published. The Uniform Intermodal Interchange and Facilities Access Agreement, administered by the Intermodal Association of North America, is the rulebook a signatory carrier works under. Its edition effective June 18, 2026 sets the shared terms, and each equipment provider adds an addendum built from an approved template: when free time starts, how long it runs, how weekends, holidays and unroadworthy equipment adjust it, and how invoice disputes proceed. A provider owes you 14 calendar days' written notice of a change, effective no sooner than 30 calendar days from that notice, so last spring's invoice may rest on last spring's addendum.
Every handoff leaves a receipt. Section D.2 calls for an Equipment Interchange Receipt, or its electronic equivalent, at each interchange of a chassis or container. Each party may have a copy at no charge, and where date-stamped images record the equipment's condition, they stay available to each party for a year. Those receipts already sit in your closed files, which gives a reviewer something firm to hold a draft against.
Providers keep their own count. Section E.1.f has a provider tell each carrier electronically, at least once a month, what equipment its books show out under that carrier's SCAC, by equipment number and interchange date. The notice is information only, and a mistake in it changes nobody's obligations. Lay that file beside your gate records and you have two versions of where a box has been before anyone has disputed anything.
Terminals log your intent too. The Port of Virginia's PRO-PASS FAQ, revised August 11, 2026, sorts a visit by move type, such as Pick Import, Drop Empty or Drop Dray, and by status, such as validated, trouble or missed. Each hourly slot has a 30-minute grace period on either side, and a missed reservation is recorded against both the truck and the trucking company. Other ports use other systems and other words for the same events, which is why this test runs on your own paper.
The later cards come from the same desk. At its container terminals, Port Houston asks for a truck plate registered in its system before arrival, a valid TWIC at secure entry points and a UIIA-approved SCAC. IANA's Intermodal Driver Database confirms a driver is active under a carrier's SCAC at specific intermodal facilities. Checks like those sit behind the terminal access card above, and delivery orders feed the two jobs you'd start with.
What the test stays out of. California's Labor Commissioner publishes port drayage motor carriers with unsatisfied final judgments, tax assessments or tax liens, updating the list by the fifth of each month, and a customer of a listed carrier shares liability for amounts found due on services obtained after the listing date. Worker classification and that list are questions for your counsel, and nothing on this page is legal advice. The proof of concept works only on copies. It never touches your TMS, a terminal portal, a live invoice or a live dispute, never decides whether a charge is valid, never sends a dispute and never changes an invoice. A person on your team sends every dispute and resolves every billing difference.
// How the test runs
Three steps, on containers already closed
- Step 01
Pick the desk, name the reviewer
The owner picks per diem disputes or billing checks and names the reviewer, often whoever answers equipment providers' invoices for the first and the billing lead for the second. Success criteria go in writing, you hear a price range for running the job live, and the NDA is signed before a single container file moves.
- Step 02
Copies of closed containers
We call it the sandbox: a free AI proof of concept on paper you already handled. Send 20 to 30 containers with their invoices and disputes, or 20 to 30 billed moves with their rate confirmations and tickets. If those can't leave the yard, your reviewer helps us build look-alikes that keep the awkward cases.
- Step 03
About 30 days live after a yes
The same job runs on new containers for about 30 days. A person on your team reads each draft and approves it before it goes to an equipment provider, posts anywhere or reaches a customer. A second job is a new decision at its own price.
Priced per job. You get a range before the proof of concept and a fixed price before you sign.
Rob gives the range on the call from three counts: containers moved each month, per diem invoices disputed each month, and how many equipment providers and customer rate sheets are in play.
// Questions
What drayage carriers ask first
Do you need access to our TMS or terminal portals?
Will the AI decide whether a per diem charge is valid?
We pull from ports and rail ramps. Can one sample cover both?
Not every move of ours runs under the UIIA. Does that matter?
What about driver names and license details?

Rob Eason, founder
// Book a proof of concept call
Start from last quarter's closed containers.
Thirty minutes with Rob about your ports and ramps, your role, the job you'd test first and roughly how many per diem invoices you dispute in a month. Keep the invoices, receipts and rate sheets 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.
