Our app is live on Google PlayThe OverTheRoad.AI app is live on Google Play
Get itGet it on Google PlayPricing
Priced so one shortpay you catch, or one detention claim that gets paid, can cover the month.
What this replaces
A bookkeeper runs $200–400 a month — and you’re still the one digging up every doc they ask for, all year long.
Here you snap it once and it’s filed. Your books stay current every day, and at tax time you share it all with your tax person once — one link, done.
Already have a factoring portal?
Keep it — it moves your money. It only sees the loads that run through that one factor.
We run the books across every broker you haul for: real cost per mile, settlement checks, tax-time exports, IFTA estimates.
See the full comparison — bookkeeper vs. cheap app vs. factoring portal →
Every plan is the whole back office. Month to month — cancel anytime.
The computer does the paperwork. You keep the wheel.
Same price, same product — the cards show what applies to you.
Run your books like a pro.
10% off your first month
Everything you need to run your whole back office.
Every settlement checked, every broker's payment history in one place.
10% off your first month
Every settlement checked against its rate con.
One place for every truck's loads, paperwork and money.
$249/mo
3 trucks included, +$99 per truck
10% off your first month
How many trucks?
Included in the base price
Running more than 10 trucks? Talk to us.
marks a Pro-only feature.·Cancel anytime — no questions asked.
Compare every feature
What you see is what ships with each plan.
| Feature | Starter $79/mo 30 days free | Pro $149/mo 30 days free | Fleet $249/mo 3 trucks included, +$99 per truck |
|---|---|---|---|
| Document automation | |||
AI document scans per month Settlements, rate cons, BOLs, 1099s, fuel receipts — 14 doc types. | 60 | 250 | 500 |
Forward rate-con email → auto-load Your own @mail.overtheroad.ai address. Replies thread back. | |||
Bill broker in one tap PDF invoice with BOL attached, sent from your carrier identity. | |||
| Load + broker intel | |||
Real CPM + take-home, updated daily | |||
A–F load grading before you book Market rate, fuel, deadhead, broker history — factored in. | |||
Market rate comparison (regional averages) | |||
Broker pay-speed score (0–100) How fast each broker paid on the loads in our data. | |||
| Money recovery | |||
§371.3 broker transparency letter A records request, drafted for you to review and send. | |||
Detention request letters BOL timestamps cited. Filed from your carrier identity. | |||
Settlement check Flags possible wrong CPM, missing pay, double-counted fuel. | |||
Duplicate fuel-charge detection | |||
| Cash flow + reporting | |||
7 / 14 / 30 / 60 / 90-day cash forecast | |||
CPM drop + margin-bleed alerts | |||
Monday-morning weekly summary | |||
| Tax + compliance | |||
IFTA quarterly export (CSV) | |||
CDL / medcard / permit alerts (60/30/7 days) | |||
1099-NEC generation for contractors | |||
Fleet-wide IFTA with per-vehicle filter | |||
| Team + multi-truck | |||
Trucks included | 1 | 1 | 3 (+$99 per truck) |
Role-based access Owner, Dispatcher, Bookkeeper, Driver + a free read-only Accountant. Logins are free. | |||
Driver app + pay summaries you approve Drivers only see money if you allow it. | |||
Live map (driver shares their trip) | |||
P&L estimate from your data, per truck + driver | |||
Full audit log | |||
| Support + billing | |||
Trial | 10% off | 10% off | 10% off |
Support response | Standard | Standard | Priority · 24hr |
Cancel in one click | |||
Tap a plan to expand its feature list.
Document automation
Load + broker intel
Money recovery
Cash flow + reporting
Tax + compliance
Team + multi-truck
Support + billing
Document automation
Load + broker intel
Money recovery
Cash flow + reporting
Tax + compliance
Team + multi-truck
Support + billing
Document automation
Load + broker intel
Money recovery
Cash flow + reporting
Tax + compliance
Team + multi-truck
Support + billing
Straight answers. Tap a question.
Your 10% discount is applied at checkout, so your first month is billed today at the reduced rate — there's no 30-day trial on a referral signup. Cancel anytime in one click; your data is never deleted.
Yes. Cancel from your settings in one click — no phone calls, no exit survey. You keep access through the end of the period you already paid for. Month to month, no contracts.
Yes. Snap your weekly settlement and we break down every deduction (fuel, escrow, advances, occ/acc, plates) and flag things like double-billed fuel or a rate that doesn't match. You see your take-home per mile (not just the gross on top), track receipts and out-of-pocket expenses for your 1099/Schedule C, get CDL/med card/permit reminders at 60/30/7 days, and see the carriers you run under side by side. Invoicing, IFTA, and broker tools are hidden for you because your carrier handles those.
Keep the portal — it's how you get paid fast. But it only sees the loads that run through that one factor. OverTheRoad.AI puts the brokers and loads you upload into one place and turns your paperwork into the numbers that run the business: your cost per mile, a check on every settlement, tax exports organized by Schedule C line, and IFTA estimates for your quarterly return — all based on what you upload. The portal moves your money. This runs your books.
Yes — it's built for the phone first. It works in any browser, and you can add it to your home screen so it opens like an app. Snap documents with your camera, log loads, and send invoices from the cab. No laptop needed.
The only financial data we hold is what you upload or forward us — settlements, invoices, fuel receipts. It's encrypted in transit and at rest, your account is walled off from every other user, and payments run through Stripe so we never see your full card number. You can export or delete your data anytime, and we don't sell your personal information.
Pick your situation (leased, own authority, lease-purchase, and so on) and we hide what doesn't apply. If you have a DOT number we pull your carrier info. Snap a rate con or forward one to your OverTheRoad.AI email and your first load is logged.
Both work. At signup you pick your situation and the Tax page adapts. If you're leased, gross income comes from your settlements and we line it up against the 1099-NEC each carrier sends in January. If you run your own authority, gross income comes from paid invoices. Either way you get Schedule C deductions tracked all year, quarterly tax estimates, per diem from load dates, and a share link for your tax preparer. Every number is an estimate based on what you've uploaded.
Yes. Every settlement you scan is tagged with the carrier, so over time you see them side by side — pay per mile, deductions per mile, days to pay, and net take-home — based on the settlements you've uploaded.
It handles the trucking side QuickBooks doesn't: IFTA estimates (if you have your own authority), load profit, settlement breakdowns, broker or carrier payment tracking, compliance reminders, and fuel card imports. If you keep QuickBooks, our CSV/PDF exports drop right in.
Because it replaces a different line item. A bookkeeper runs $200–400 a month, and every time they need something, you're the one hunting down settlements, receipts, and numbers. Here everything lives in one place the moment you snap it. The books stay current daily, your tax and IFTA estimates are ready every quarter, and when your tax person needs it, you share it once.
Major credit and debit cards (Visa, Mastercard, Amex, Discover). Stripe handles billing — your card details never touch our servers.
Nothing sudden — no plan cuts you off mid-month. Every plan includes a monthly scan budget (Starter 60, Pro 250, Fleet 500). Past it, extra scans are $0.30 each, and you approve that before a single extra scan is billed.
Annual saves you two months on Starter, Pro and Fleet (extra Fleet trucks are $990 a year instead of $99 a month). Same features, same cancel-anytime policy — you pay once a year.
Yes. Fleet starts with the same free 30-day trial, no card needed — add your trucks and invite your drivers. When the trial ends without a card, the office tools go read-only — drivers keep the free map and can still snap, and nothing is deleted. Add a card any time to pick up where you left off. Questions about billing? See our Refund Policy.
Yes, either direction, any time. Upgrades take effect right away and are prorated. To downgrade or change billing interval, email support@overtheroad.ai and we'll switch it for you.
Fleet includes 3 trucks. Each truck after that adds $99/mo ($990/yr on yearly billing). Logins are free — drivers, dispatcher, bookkeeper and a read-only accountant never cost extra. Trailers don't count. Your bill is based on the most trucks you had in the billing period; remove one and your next bill goes down. Running more than 10 trucks? Email support@overtheroad.ai.
Not ready for the trial?
Same numbers our Pro plan crunches automatically — available free, no signup, no card. Run one on your next load and decide whether the trial's worth it.
Paste any rate-con. Get an A–F grade with market rate, fuel cost, broker history, and double-brokering signals to look at.
Try it free
Upload a broker agreement, lease, or factoring contract. We flag clauses commonly disputed in trucking.
Try it free
Upload a settlement and see every line broken out. Real CPM, real margin — based on what you upload.
Try it free
Secure checkout
Payments by
Stripe