Chicago & Illinois Trucking Accounting & Settlements — Hey Roger Smith

Keep your Chicago fleet financials transparent. We manage Midwest invoicing, factoring paperwork, and payment tracking, backed by Hey Roger Smith.

Pricing

Simple, honest pricing.

  • Access to our full team
  • No upfront payment
  • US-based company

Package 1

Dispatch

per truck · no deposit · cancel anytime

For companies that already have office staff but need professional dispatch.

Features:

  • Accounts set-up
  • Load search & booking
  • Rate negotiation
  • Route coordination
  • Driver support 24/7
  • Weekly gross/RPM reporting
  • Access to our own verified network of shippers
Get your exact rate
Most popular

Package 2

Fleet

per truck · no deposit · cancel anytime

Everything in Dispatch, plus the essential back-office functions.

Features:

  • Invoicing, factoring and payment tracking
  • Outstanding balance monitoring
  • Accident investigation
  • Broker & insurance coordination
  • Repair shop sourcing & oversight
  • Roadside support, 24/7
Get your exact rate

Package 3

Enterprise

per truck · no deposit · cancel anytime

We become your operations department. Everything in Fleet, plus:

Features:

  • Driver's payroll
  • Driver recruitment and onboarding
  • Custom safety program and full document support
  • FMCSA & DOT compliance, IFTA reporting
  • DQ file reviews and driver scorecards
  • Monthly, quarterly and annual compliance reporting
  • DataQs challenges and FMCSA audit preparation
  • Clearinghouse and IRP registration
Talk to us

First month free

If our service isn't at the level we promised in your first month, you don't pay the dispatch fee — that's how confident we are in our team, our TMS and our numbers.

  • No risk to try us out
  • Cancel anytime, no long-term lock-in
Start risk-free
  • No escrow required
  • 24/7 support
  • Get paid every Thursday

One rate, everything included

Owner-Operator

priced on the fleet you own · no deposit required · paid every Thursday

You drive. Dispatch, roadside, claims and safety all run behind you — one percentage, no line items.

Features:

  • No deposit required
  • Payment every Thursday
  • Access to our own verified network of shippers

Dispatch

  • Load search & booking
  • Rate negotiation
  • Route coordination
  • Driver support
  • Weekly gross/RPM reporting

Road assistance

  • Support for any roadside issue, 24/7
  • Help locating repair shops
  • Maintenance tracking, annual inspections and preventive schedules

Claims management

  • Accident investigation
  • Broker & insurance coordination
  • Repair shop sourcing & oversight

Safety management

  • Full document support (permits, certificates)
  • IFTA reporting
  • DQ file reviews and driver onboarding
  • Permit processing (trip, fuel, oversize/overweight)
  • Out-of-service prevention & DOT inspection review
Get your quote

Typical expenses

Costs you carry yourself. Ours is the percentage above — nothing here is billed by HRS.

  • Commercial insurance: approximately $1,500–$2,500 per month
  • ELD: $45 per week
  • IFTA administration: $40 per week
  • Fuel and tolls
  • IRP/registration, if applicable
  • Additional permits or operating expenses when required

FAQ

Questions before you start?

Specialized accounting focused on Midwest operations, including tracking high-frequency toll expenses (I-PASS costs) and localized fuel reporting across Chicago's primary logistics networks.

Partner payouts are securely transferred every Thursday or Friday with full financial clarity.

Yes. Rate Confirmations and BOLs are rapidly gathered and sent to your factoring company to maintain a positive cash flow.

Our collections team engages delinquent Midwest brokers immediately through daily calls and formal notices to retrieve owed funds.

We compute payroll accurately using your preferred formula—mileage, percentage, or daily—factoring in local fuel and I-PASS tolls.

Absolutely. Our clean TMS Profit & Loss outputs make year-end accounting smooth for your tax professional.

We track gross revenue, total miles, and RPM metrics per vehicle to pinpoint your highest-earning Midwest lanes.

Yes, we fill out and submit all required broker packets alongside current insurance certificates.

All fuel receipts and I-PASS toll statements are cataloged within our TMS platform for centralized expense tracking.

No. Commission is a transparent, set percentage of gross revenue with zero hidden charges.

No. Our policy requires $0 startup deposits and zero escrow retention.

Financial records and banking credentials are kept secure in encrypted databases accessible only to dedicated accountants.

Ready when you are

Ready to move smarter?

Tell us about your truck — we'll call you back with an honest projection for your lanes.

  • Free 15-minute lane audit, zero obligation
  • Onboarding in 24–48 hours, $0 deposit
  • First month free if we underdeliver
  • English, Español & Русский, 24/7

No spam. One call, real numbers.

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