// Trucking insurance agencies · The first job
Driver and unit schedule updates, checked against the current schedules before your account manager sends anything.
A motor carrier emails a list: two tractors on, one trailer off, three drivers hired and one gone. A free AI proof of concept compares that list with the current vehicle and driver schedules and drafts the endorsement request with everything still missing, on copies of 20 to 30 past changes. Your reviewer, the account manager who knows this fleet work best, decides whether the drafts hold up.
- Past fleet changes
- 20 to 30
- System or portal access
- None
- Driver records
- Redacted or look-alike
// The one job
The safety manager's email becomes a checked change request
Today the list comes from a safety manager, or straight from an owner's phone, as an email, a spreadsheet or a photo of a yard sheet. Someone opens the vehicle and driver schedules for the auto liability and physical damage policies, finds each unit by VIN or unit number, finds each driver, and works out what is really new, what is already on, and what can't go to the insurer yet.
In the proof of concept, AI reads that list against the schedules as they stood that day. Every line gets marked add, delete or no change. Duplicates get flagged, each VIN's format gets checked, stated values and dates get compared, and it drafts the endorsement request with a short list of what your account manager still has to chase. Nothing leaves for an insurer. Each draft sits beside what your desk actually sent, for your reviewer to mark.
current schedules
// What makes it hard
The email says two trucks. The schedule needs to know which two.
A VIN can be checked before anyone calls the fleet. Federal VIN rules make position nine a check digit, there to verify that the number was copied correctly, and they bar the letters I, O and Q, so a line with an O where a zero belongs fails on its face. Trailer VINs code their own attributes: make, type of trailer, body type, length and axle configuration. The draft reports each VIN's check-digit result and lists any it can't confirm, so nobody fills in a digit from a blurry title photo.
A CDL reads as three lists of letters. The license shows a group, A for combination, B for heavy straight and C for small vehicle, then endorsements such as H for hazardous materials, N for tank vehicle and T for doubles or triples, then restrictions such as K for intrastate only, O for no tractor-trailer and E for no manual transmission. N means tank vehicle in one list and no Class A and B passenger vehicle in the other, so a letter only makes sense in its own column. The issue and expiration dates matter too. With identity removed, those codes are still enough for your reviewer to see whether a draft asked why an intrastate-only driver joined an interstate schedule.
A new hire may not have a motor vehicle record yet. Part 391 asks the carrier to query each state that licensed a driver in the prior three years within 30 days of the date employment begins, so a driver on this week's list may not have a record in the file yet. The draft marks that as missing rather than assuming a record exists.
A leased unit brings its own paper. Federal leasing rules make an owner-operator's lease say who provides insurance beyond the public liability the carrier has to keep, bobtail coverage being the rule's own example, and what any charge-back will be. If the owner-operator buys that insurance through the carrier, the lease has the carrier hand over a certificate showing the insurer, policy number, dates, amounts, cost and deductible. The draft asks for that page on a leased unit, because a physical damage or non-trucking line may sit on someone else's policy.
Schedules have a shape, and deletes need a story. Longer fleets spill onto the ACORD 129 Vehicle Schedule and the ACORD 163 Commercial Auto Driver Information Schedule. ISO's Motor Carrier Coverage Form sets covered auto symbols coverage by coverage, so liability can apply to any auto while physical damage applies only to the autos described, and that split affects which lines of an email need an endorsement at all; the draft notes it and leaves the decision to your account manager. A delete needs a date and a reason: sold, returned to a lessor, totaled. Your reviewer will watch for one truck listed under both a unit number and a VIN, a stated value that dropped with no paper behind it, a loss payee left on a unit that is gone, and a fleet count that disagrees with the public MCS-150, which is only required every 24 months.
// What you send
Fleet lists your desk already worked
20 to 30 past fleet changes
The fleet's original email, spreadsheet or photo for each change. Put in a messy one or two: a list mixing tractors and trailers, a text that says add the new truck with no VIN, a delete with no date.
What went out, what came back
The endorsement request each change became, and the endorsement the insurer issued. These are what the drafts get scored against.
The schedules before and after
The vehicle and driver schedules as they stood on the day of each change, with unit numbers, stated values and loss payees. Exports or screen prints are fine.
NDA first, people taken out
The NDA is signed before anything moves, and nobody signs in to your agency management system, an insurer's portal or a live policy. Driver names, license numbers and birth dates stay out unless your reviewer agrees to redacted or look-alike records.
// Before it starts
Settled before any fleet list moves
The owner writes these four things down first.
- Reviewer
- The owner's pick, most often the account manager who handles the most fleet changes
- Success criteria
- In writing: which lines a draft must get right, and what it must flag instead of guess
- Sample
- Chosen by your reviewer from trucking accounts only
- Price
- A range for the live job
// How the test is judged
Your desk's request beside the draft
| On the same 20 to 30 changes | What your desk sent | The draft |
|---|---|---|
| Each line marked add, delete or no change | Scored on your fleet changes | Scored on your fleet changes |
| VIN errors caught, including a failed check digit | Scored on your fleet changes | Scored on your fleet changes |
| Duplicates caught across units, VINs and drivers | Scored on your fleet changes | Scored on your fleet changes |
| Stated values matched to the schedule or questioned | Scored on your fleet changes | Scored on your fleet changes |
| CDL group, endorsement and restriction codes read in the right column | Scored on your fleet changes | Scored on your fleet changes |
| Leased units flagged for the lease page | Scored on your fleet changes | Scored on your fleet changes |
| Missing items listed for the account manager | Scored on your fleet changes | Scored on your fleet changes |
// After a yes
About 30 days on new fleet lists
Once your reviewer says yes, new lists from the same kinds of fleets go through the same check for about 30 days.
Your account manager reviews every draft, decides what to ask the fleet, and sends the endorsement request to the insurer. The AI sends nothing and tells no one a change is in place.
Marking continues on the live lists the same way, and a further job is a separate decision with its own price.
// Later, one at a time
Where fleet schedules could lead
- 01Next
Federal filing requests
A filing request compared with the policy and the carrier's public record, with every mismatch listed before anyone asks the insurer to file.
- 02Then
Fleet renewal submissions
The year's adds and deletes rolled into the new term, with the unit counts, drivers and mileage your account manager needs for the insurer.
- 03After that
Broker and shipper certificates
Certificate requests from freight brokers and shippers read against the current schedule and cargo limits, drafted for your staff to issue.
// One hard limit
Drafts only. Nothing touches a policy.
This test works only on copies: no agency management system, no insurer's portal, no live policy. It can't bind, endorse or change coverage, decide what a policy covers, or file anything, and a licensed agent or account manager checks every draft before it goes anywhere. Real driver data stays out unless your reviewer agrees to redacted or look-alike records. Commercial lines only. None of this is legal or coverage advice.
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 how many trucking accounts you write, how many fleet lists arrive in a month, and how often they come without VINs or dates.
// Questions
What trucking account managers ask
Will someone log in to our agency system to see the schedules?
Our fleets send changes as texts, photos and spreadsheets. Is that a problem?
Do you need real driver license numbers?
Can it tell us whether to add a driver?
How does it handle an owner-operator's truck?

Rob Eason, founder
// Book a proof of concept call
Bring last month's fleet lists.
A 30-minute call with Rob Eason. He asks about your role, the fleets you write and roughly how many change lists reach your desk each month. Keep fleet lists, schedules and endorsements with you 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.
