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Trucking & Transportation Companies: Managed Payroll for Mid-Size Businesses (25-100 Employees) (2026)
Managed payroll for a mid-size trucking company, 50 to 100 employees, is where FMLA and the ACA employer mandate have attached and the question becomes whether to hire the payroll clerk BLS prices at $58,260 or pay $3,375 a month at 75 employees. BEG: $45 per employee per month inside the payroll software you already use, live in 3 to 5 days.

What attached at 50 for a trucking company
FMLA covers a trucking company with 50 or more employees in 20 or more workweeks, with job-protected unpaid leave and benefits continued, so leave balances, intermittent hours and benefit deductions during leave all live in payroll. The ACA applicable large employer test counts full-time equivalents from payroll hours, and once it applies the 1094-C and 1095-C filings are built from the same data every year. For trucking companies with part-time OTR drivers the FTE count is the number to watch, not the headcount.
Hire or outsource at 75 employees
BLS OEWS May 2025 puts the national median for payroll and timekeeping clerks at $58,260, roughly $75,738 loaded, for one person who also has to know per-diem pay for drivers, owner-operator vs W-2 classification and DOT compliance and who is a single point of failure on every pay date. Managed payroll at 75 employees is $3,375 a month, $40,500 a year, with the ACA and FMLA mechanics inside the price. The next federal lines, WARN notice and the EEO-1 report, wait at 100.
A motor carrier must retain each driver's records of duty status and supporting documents for not less than 6 months from the date of receipt, and the driver must keep the previous 7 consecutive days of records available for inspection while on duty.
The rules behind this page, with sources
General information, not legal advice. Every rule below was read on the agency page linked next to it.
- A motor carrier must retain each driver's records of duty status and supporting documents for not less than 6 months from the date of receipt, and the driver must keep the previous 7 consecutive days of records available for inspection while on duty. [49 CFR 395.8(k)]
Read the full guide to managed payroll by company size, and the rest of the trucking company payroll library.
Managed Payroll, Handled.
BEG manages payroll at $45 per employee per month, all-inclusive. Get an instant cost comparison for your business.
Frequently Asked Questions
What does managed payroll cost a trucking company with 75 employees?
$3,375 a month at $45 per employee, all-inclusive, including the 1094-C and 1095-C build.
Is a mid-size trucking company an applicable large employer?
If it averaged 50 or more full-time employees plus full-time equivalents in the prior year, yes, and the count comes from payroll hours.
What does the in-house alternative cost at this size?
$58,260 a year at the BLS OEWS May 2025 national median for a payroll and timekeeping clerk, before benefits, employer taxes and software.
What does managed payroll cost for a trucking company?
$45 per employee per month, all-inclusive, inside the payroll software you already use, with no monthly minimum. Per-diem pay for drivers, owner-operator vs W-2 classification and DOT compliance are configured at setup, not billed as add-ons.
Related Resources
Anthony leads payroll solutions at Business Executive Group, a national managed payroll firm serving businesses across industries including Trucking & Transportation Companies. BEG manages payroll at $45 PEPM, all-inclusive, with deep expertise in compliance, multi-state filing, and industry-specific payroll requirements. Get instant pricing at beghr.com.
Authoritative source: U.S. Department of Labor: Wage and Hour Division
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