AI Trucking Company Management

Boss Gross.
Every driver paid right.

The only AI Trucking Management System built for fleet operators — every driver type, every deduction, every pay structure handled automatically. Review, approve, and send to your entire fleet.

Trusted by operators across the US
Summit Trucking Co
Davis Transport
Redline Carriers
Blue Ridge Fleet
2 files
Trips CSV + Invoice
that's all you upload
100%
Deductions applied
automatically
0
Spreadsheets
eliminated
1-click
Approve & email
every statement
Amazon Relay
Owner-Operators
Weekly Settlements
Fleet Analytics
Email Settlements
Auto Deductions
Toll Management
Fuel Tracking
Driver Statements
Company Trucks
P&L Reports
Partner Fleets
Amazon Relay
Owner-Operators
Weekly Settlements
Fleet Analytics
Email Settlements
Auto Deductions
Toll Management
Fuel Tracking
Driver Statements
Company Trucks
P&L Reports
Partner Fleets
Settlement Automation

One platform handles
every pay structure.

Your fleet has Partners, Owner-Operators, and Company Truck drivers — each with different pay rates, deduction rules, and device configurations. Boss Gross knows every driver's structure and applies the correct formula automatically. Every week. Without exceptions.

  • All driver types and pay structures handled automatically
  • Per-truck EZ Pass, Fuel Card, PrePass, Samsara, Insurance, IFTA
  • Custom pay rates per driver — 85%, 90%, 100%, or any split
  • CT drivers get two statements: truck P&L + separate driver pay
Get started
Week Apr 7–13 · Fleet of 12
James Wilson · OO · 90%$11,232
Robert Davis · POO · 100%$9,750
M. Carter · CT truck$8,540
M. Carter · CT driver 35%$4,655
Sarah Johnson · P · 100%$8,920
✓ All 12 approved & sent4m 18s
Review Before You Send

You approve every number
before it reaches drivers.

Boss Gross generates every statement and presents a full preview for your review — before anything reaches your drivers. Check each driver's gross, deductions, and net pay. Add a bonus, fix a deduction. Only when you approve does anything go out.

  • Full statement preview before sending — nothing goes out without approval
  • Manual adjustments per driver — bonuses, deductions, corrections
  • Exclude individual statements or approve all at once
  • PDF sent to each driver with their name and pay period in the filename
Get started
Statement preview · James Wilson
Gross revenue$12,480
Company cut (10%)−$1,248
EZ Pass tolls−$128.40
Fuel card−$892.00
Bonus (manual +)+$200
Net to driver$10,411.60
Edit ✓ Approve Exclude
Accessory & Deduction Engine

Every truck, every rule,
always applied.

Each truck has its own deduction profile — EZ Pass, fuel card, PrePass, Samsara, insurance, IFTA, trailer rent, dispatch percentage. Set it once and Boss Gross applies every rule to every settlement automatically, week after week.

  • Per-truck EZ Pass and fuel card matched by tag/card number
  • Fixed weekly deductions: insurance, IFTA, Samsara, admin, trailer rent
  • Dispatch fee as % of gross — set per truck or fleet-wide, applied automatically
  • Owner-provided vs. company-provided devices — billed to the right party
Get started
Deduction profile · Unit 004
EZ Pass · Tag E47291−$128.40
Fuel Card · #9847−$892.00
Dispatch fee (3%)−$374.40
Insurance (weekly)−$180.00
Samsara device−$35.00
IFTA−$62.00
Net to owner$10,778.20
Street Loads & Factoring

Outside Amazon Relay?
Fully covered.

Street loads — freight booked through brokers and factored — flow through a dedicated 5-stage pipeline. Each load tracks its own gross, factoring fee, and funded amount. Funded loads flow automatically into the driver's weekly settlement. Short pays tracked and settled correctly.

  • 5-stage pipeline: Pending → Delivered → Factored → Funded → Problem
  • Factoring fee deducted automatically — only funded amount settles
  • Short pays tracked — broker paid less than invoiced, handled correctly
  • Mixed fleets: Amazon Relay + street loads settled in one run
Get started
Street Load · SL-0047 · Unit 004
RoutePhiladelphia → Atlanta
Broker invoice$3,200
Factoring fee (3%)−$96
Funded to company$3,104
Driver pay (90%)−$2,793.60
Company net$310.40
Status✓ Funded · In settlement
Fleet & Driver Management

Your entire operation
in one place.

Track every truck, driver, and assignment across your fleet. CDL expiration alerts, truck payment schedules, driver-truck history — Boss Gross maintains the full operational record so you never miss a compliance deadline or misassign a load.

  • CDL expiration tracking — alerts 60 days before expiry
  • Truck payment schedules — weekly amount, count, last payment date
  • Mid-week truck switches — separate statements per truck period
  • Full driver history — assignments, earnings, statement archive
Get started
Fleet status · 12 trucks active
Unit 001 · James WilsonActive
Unit 003 · CDL expires soon⚠ 28 days
Unit 007 · Truck payment−$350/wk
Unit 009 · Switched driverSplit stmt
Unassigned trucks2
P&L & Business Intelligence

Know exactly where
every dollar goes.

After every settlement run, your P&L updates automatically. See gross revenue, driver payroll, fuel costs, tolls, dispatch fees, and net profit — broken down by week, month, truck, and driver. The financial visibility that used to require a bookkeeper, now available in real time.

  • Weekly & monthly P&L — auto-updated after every settlement
  • Revenue per truck and per driver — see your most profitable assets
  • Full statement history — searchable, filterable, downloadable as PDF
  • Net margin visibility — know your real profit after all costs
Get started
P&L Summary · April 2026
Total gross revenue$148,200
Driver payroll (all types)−$89,200
Fuel + EZ Pass + PrePass−$18,400
Dispatch fees (3%)−$4,446
Insurance + IFTA + devices−$6,200
Net profit$29,954
Net margin20.2%
How it works

From data to paid
in two steps.

Try it yourself — this is the actual interface.

Amazon week Apr 5, 2026 Apr 11, 2026
Deductions period Apr 6, 2026 Apr 12, 2026
📄
Trips CSV
Amazon Relay trips export
⏳ Waiting
💳
Invoice XLSX
Invoice + Chargeback
⏳ Waiting
Deductions — auto from database
EZ Pass · 4 tags · 83 transactions−$1,157.61
Fuel Card · 6 cards · 37 transactions−$16,043.34
Click both cards above to simulate file upload
Period
Apr 5 — Apr 11, 2026
Statements
11
Total gross
$60,825.60
Invoice
AZNG44C092...
11
Draft
0
Approved
0
Will send
Pricing

Simple, transparent pricing.

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

Monthly
Annual
Save ~17%
Starter
$50/mo
Up to 5 trucks
  • Auto settlement generation
  • EZ Pass & fuel auto-deduct
  • Email delivery to drivers
  • Settlement history
Get started →
Billed $500/yr · save $100
Basic
$100/mo
Up to 10 trucks
  • Everything in Starter
  • Chargeback handling
  • Dual statements (CT)
  • Street loads tracking
Get started →
Billed $1,000/yr · save $200
Enterprise
$250/mo
Up to 50 trucks
  • Everything in Pro
  • Multi-entity support
  • Custom onboarding
  • Dedicated account manager
  • SLA guarantee
Get started →
Billed $2,500/yr · save $500
Special
Custom
51+ trucks · contact us
  • Everything in Enterprise
  • Unlimited trucks
  • Custom integrations
  • White-glove onboarding
  • Dedicated infrastructure
Contact us →
Custom annual pricing
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."
JW
James Wilson
Owner, Blue Ridge Fleet 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."
RD
Robert Davis
Fleet Manager, Davis Transport · 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."
MC
Michael Carter
CEO, Redline Carriers · 45 trucks
About Boss Gross

Built by a fleet owner.
For fleet owners.

Boss Gross was built by the owner of a trucking company that operates daily with Amazon Relay and street freight. After years of spending entire Sundays buried in spreadsheets — manually calculating driver pay, tracking deductions, and sending statements one by one — the need for a better system became impossible to ignore.

The mission is straightforward: hand every operational task to an AI system that handles it automatically, accurately, and without human intervention. Driver settlements, payroll calculations, deduction matching, email delivery — all of it, done by the system.

No more Sunday spreadsheets. No more manual math. No more missed deductions. Just upload your data, approve the numbers, and Boss Gross does the rest.

Built from real operations
Every feature came from an actual problem faced running a fleet with Amazon Relay and broker freight.
Designed to replace manual work
The goal isn't to make paperwork easier — it's to eliminate it entirely through AI-driven automation.
Trusted by operators like you
Used by fleet owners running Amazon Relay and street freight — from small owner-operators to 50+ truck fleets.

Run a smarter
trucking company.

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

Start now →