Fleet · Payroll · Settlement

Boss Gross.
Runs your fleet.

Driver payroll from 8 hours to 5 minutes. Settlements, payroll, and fleet management — all in one platform.

Start now See how it works
Trusted by operators across the US
Summit Trucking Co
Davis Transport
Redline Carriers
Blue Ridge Fleet
5 min
Weekly payroll
vs 8 hours before
100%
Loads auto-matched
to correct driver
0
Spreadsheets
needed
1-click
Send all statements
to every driver
Amazon Relay
Owner-Operators
5-Minute Payroll
Fleet Analytics
Email Settlements
Auto Deductions
Toll Management
Fuel Tracking
Driver Statements
Company Trucks
P&L Reports
Partner Fleets
Amazon Relay
Owner-Operators
5-Minute Payroll
Fleet Analytics
Email Settlements
Auto Deductions
Toll Management
Fuel Tracking
Driver Statements
Company Trucks
P&L Reports
Partner Fleets
Core feature

Automated driver
settlements.

Generate settlements for your entire fleet in minutes. Every load matched to the right driver, all deductions — EZ Pass, fuel, insurance — calculated automatically. No spreadsheets, no errors.

Get started
Settlements · Mar 22–28 7 approved
James Wilson
Unit 001 · 8 loads
$12,480
Robert Davis
Unit 002 · 9 loads
$9,750
Michael Carter
Unit 003 · 6 loads
$11,200
Total gross · 7 drivers $78,340
EZ Pass
−$342
Fuel
−$1,240
Net
$76,758
Zero manual work

Tolls & fuel
auto-deducted.

EZ Pass tolls and fuel card charges are matched to the right truck and deducted automatically every week. Configure once — it runs itself every settlement period.

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Unit 004 · Week deductions
Auto-matched from EZ Pass & fuel data
EZ Pass tolls
Tag #8847 · 6 transactions
−$128.40
Fuel card
Card #00152 · 4 fill-ups
−$892.00
Dispatch fee 3%
Of $12,480 gross
−$374.40
Net to owner
After all deductions
$11,085
One click

Approve & send
instantly.

Review all statements in one view. Approve individually or all at once — every driver receives their PDF settlement by email in seconds. Full history saved automatically.

Get started
Approve & send all Mar 28, 2026
Statements generated 12
Approved 12 / 12 ✓
Emails delivered 12 sent ✓
Total time 4 min 22 sec
✓ All statements sent
Previously took 6–8 hours manually
How it works

From data to paid
in two steps.

01
Import & generate
Connect your weekly payroll data. Boss Gross instantly matches every load to the right driver, applies all deductions, and generates every statement automatically. Zero manual work.
02
Review, approve & send
Review all statements in one view, approve with one click, and every driver receives their PDF by email instantly. History saved, P&L updated. What used to take all Sunday now takes five minutes.
Pricing

Simple, transparent pricing.

Pay by fleet size. No hidden fees. Cancel anytime.

Monthly
Annual
2 months free
Starter
$29/mo
Up to 5 trucks
  • Auto settlement generation
  • EZ Pass & fuel auto-deduct
  • Email delivery to drivers
  • Settlement history
Get started →
Billed $288/yr · save $60
Growth
$69/mo
Up to 20 trucks
  • Everything in Starter
  • Chargeback handling
  • Dual statements
  • Street loads tracking
  • P&L analytics
Get started →
Billed $684/yr · save $144
Most popular
Pro
$129/mo
Up to 50 trucks
  • Everything in Growth
  • Advanced P&L reporting
  • Bulk PDF & email dispatch
  • Multi-truck assignment
  • Priority support
Get started →
Billed $1,284/yr · save $264
Enterprise
$249/mo
Up to 100 trucks
  • Everything in Pro
  • Multi-entity support
  • Custom onboarding
  • Dedicated account manager
  • SLA guarantee
Contact us →
Billed $2,484/yr · save $504
From operators

Trusted by trucking companies.

★★★★★
"What used to take my entire Sunday now takes five minutes. Every driver gets their statement automatically. I don't know how I ran this without Boss Gross."
IK
Islam Karimov
Owner, Karimov Transport LLC · 12 trucks
★★★★★
"The dual statements for owner-ops changed everything. Each driver gets exactly what they need, and I know exactly what the truck made. Clean and accurate every week."
JM
James Mitchell
Fleet Manager · 28 trucks
★★★★★
"EZ Pass and fuel deductions used to take hours to reconcile. Now they're applied automatically. The P&L dashboard alone is worth the subscription."
AB
Michael Carter
CEO, Carter Logistics Inc · 45 trucks

Run a smarter
trucking company.

The most advanced TMS built specifically for trucking operators. Join companies already running their entire operation on Boss Gross.

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