How-To Guide — Settlement Uploader

Upload Your Settlement Instead of Typing It In

The Settlement Uploader lets you skip typing your weekly settlement into OTR line by line. Upload the PDF your carrier sends you, and OTR reads it, sorts it into your categories, checks the math, and builds the settlement record for you — same as if you'd entered it by hand in Settlements.

You'll find it on the Settlements Summary screen, right next to Enter New Settlement.

Carrier scope Right now, the Uploader only works for select carriers. Every driver picks their carrier once, the first time they log into OTR — that one-time choice is what determines which buttons you see here and in a few other spots in the app. If your carrier isn't supported yet, see "If Your Carrier Isn't Supported Yet" below.
1

Open the Uploader

From the Settlements Summary screen, tap Upload a Settlement.

This button only shows up for drivers running with a carrier the Uploader currently supports. It sits right below Enter New Settlement.

Settlements Summary screen with Upload a Settlement button
Settlements Summary — Upload a Settlement sits under Enter New Settlement
2

Fill In and Process

Click to upload a fileYour settlement PDF, uploaded exactly as your carrier sent it — no cropping or editing needed. Must be a PDF.
Days OutHow many days you were out on the road for this pay period

Tap Process Settlement and OTR takes it from there — reading the PDF, matching each line item to your categories, and checking its own math against the totals on the sheet before saving it as a finished settlement.

Settlement Uploader popup with file upload, Days Out field, and Process Settlement button
Settlement Uploader popup
Having an issue?

If something looks off after an upload, reach out to support@ontherevenue.com and it'll get sorted out.

If Your Carrier Isn't Supported Yet

If your carrier isn't supported yet, you won't see Upload a Settlement. Instead, the Settlements Summary screen shows New Settlement Uploader Feature with a Request This Feature button in that spot.

Tapping it opens a quick popup asking if you want to help get your carrier supported. Tap Yes, I'm Interested to let us know.

What happens next This isn't just a suggestion box — it's the first step toward building settlement parsing for your carrier. The more we hear from drivers on a given carrier, the sooner it gets built.
Settlements Summary screen for non-Prime carriers showing Request This Feature button
Drivers on an unsupported carrier see this instead
Help Us Support Your Carrier's Settlements popup with Yes I'm Interested button
Tap Request This Feature to open this

Free Uploads & Plans

Every driver starts with 4 free settlement uploads per month. Once you've used all 4, uploading a 5th settlement in the same month sends you to a plan picker instead of processing it.

PlanPriceUploads / Month
OTR Plus$5/mo20
OTR Pro — Most Popular$10/mo40
OTR Ultimate$15/mo175

All three plans can be canceled anytime. Your 4 free uploads reset at the start of each month regardless of which plan you're on.

Pricing and upload counts shown are current as of this guide's last update and may change. These allotments may also end up shared across other AI-powered features down the road rather than being specific to settlement uploads.
You've used all 4 free uploads this month plan picker screen
What you see after your 4th free upload
Choose Your OTR Upload Plan pricing comparison screen
Full plan comparison