Insights Archives

Trucking Fleets Grow for Third Consecutive Month as Driver Turnover Falls

Trucking Fleets Grow for Third Consecutive Month as Driver Turnover Falls Published: October 2nd, 2026 Key Takeaways Who Is This For? This report is for trucking-company owners, executives, CFOs, controllers, HR leaders and payroll professionals who want to understand what is happening with driver employment, pay and turnover. The information comes from anonymized payroll data […]

In-House Payroll vs. Outsourced Payroll for a 200–500 Truck Fleet: Which Model Fits Your Company?

Published: September 22nd, 2026 In-House Payroll vs. Outsourced Payroll for a 200–500 Truck Fleet: Which Model Fits Your Company? For a trucking company with 200, 300, or 500 trucks, payroll is not a small administrative task. You may have hundreds of drivers working in multiple states, office employees, mechanics, dispatchers, unusual pay arrangements, garnishments, benefits,

The 7 Biggest Problems Trucking Companies Run Into When Outsourcing Payroll

Published: September 21st, 2026 The 7 Biggest Problems Trucking Companies Run Into When Outsourcing Payroll Outsourcing payroll isn’t automatically better. In fact, for some trucking companies, outsourcing payroll can make things worse. That’s especially true for larger fleets. A trucking company with 25 trucks may have an owner or office manager who would gladly hand

Read the Fine Print: The Payroll Contract Mistake That Can Cost Trucking Companies Thousands

Published: June 22nd, 2026 Last Updated: August 5th, 2026 Executive Summary Many trucking companies spend weeks comparing payroll providers, evaluating features, pricing, and promises. What they often overlook is the contract. Recently, we watched a trucking company leave Superior Trucking Payroll Service for a large national payroll provider because they were told bigger would automatically

Trucking Payroll Software for Fleets with 20–80 Trucks: What Actually Works

Trucking Payroll Software for Fleets with 20–80 Trucks: What Actually Works Executive Summary Most payroll software is built for one of two groups: If you run a trucking company with 20–80 trucks, you are stuck in the middle. You are too complex for generic SMB payroll tools, but you likely do not need an expensive

The Biggest Myth About Switching Payroll Companies (And Why It Keeps You Stuck)

Published: May 5th, 2026 Last Updated: August 5th, 2026 Executive Summary The biggest myth about switching payroll companies is that it will disrupt your business. For trucking companies, this belief keeps owners stuck in systems that create daily frustration, compliance risk, and unnecessary cost. In reality, switching payroll providers, especially to a specialist in payroll

Why Do Trucking Companies Need an Employee or Driver Handbook?

published 2/3/2026 At what point does a trucking company actually need a written employee or driver handbook? If expectations are already handled verbally, and things seem to be working fine, is writing everything down really necessary? A handbook isn’t about adding rules or bureaucracy. It’s about preventing avoidable problems, protecting decisions when emotions run high,

HRIS Software for Trucking Companies: An Optional Add-On for Payroll Clients

Applicant tracking and employee paperwork – integrated alongside payroll published 2/3/2026 If you’ve ever hired a driver and then spent the next week hunting down paperwork, this will feel familiar. That’s a common moment for trucking companies — especially when you’re hiring more than one driver a year and trying to keep payroll clean at

Why Growing Trucking Companies Get Stuck Between 20 & 60 Trucks

Because owner-driven decisions stop scaling before documented standards take their place. published 2/3/226 Have you noticed that running your trucking company feels harder than it used to — even though nothing is technically “broken”? And does it seem like more and more decisions, questions, and edge cases still end up coming back to you, no

Payroll Software vs Payroll Service: Which is Best for Trucking?

Are you tired of spending hours trying to fix payroll issues on your own? Or have you called for help only to end up on hold with a big-box software provider like ADP, Paychex, Gusto, or QuickBooks? For trucking companies, payroll is never simple. Whether it’s dealing with multiple drivers across state lines, taking advantage