Driver HR Archives

When Can You Pay a Truck Driver 1099? What a Real Owner-Operator Looks Like

Published: October 1st, 2026 When Can You Pay a Truck Driver 1099? What a Real Owner-Operator Looks Like There is nothing automatically wrong with paying a truck driver as a 1099 independent contractor. There are plenty of legitimate owner-operators in trucking who operate their own businesses, take on financial risk, make their own business decisions, […]

What Happens If a 1099 Truck Driver Is Misclassified?

Published: September 24th, 2026 What Happens If a 1099 Truck Driver Is Misclassified? You have been paying a truck driver as a 1099 independent contractor. Maybe it has been six months. Maybe it has been three years. Maybe you have paid 20, 50, or even 100 drivers the same way. Then someone determines that the

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

8 Biggest 1099 Truck Driver Misclassification Mistakes

8 Biggest 1099 Truck Driver Misclassification Mistakes Published: August 31st, 2026 Putting a truck driver on a 1099 does not make that driver an independent contractor. Having the driver sign an independent contractor agreement does not make the driver an independent contractor either. And even if the driver asks, insists, or demands to be paid

1099 vs. W-2 Truck Drivers: You Don’t Get to Choose

Published August 18th, 2026 1099 vs. W-2 Truck Drivers: You Don’t Get to Choose One of the most common questions trucking company owners ask is surprisingly simple: Can I pay my truck drivers as 1099 independent contractors instead of W-2 employees? The answer isn’t based on which option you prefer. It isn’t based on which

What We Don’t Do (And Why): A Different Approach to Trucking Payroll

Published: August 17th, 2026 Executive Summary Choosing a payroll company usually means asking what the provider does. But sometimes the better questions are about what they won’t do. At Superior Trucking Payroll Service, we provide payroll for trucking companies, which means we have deliberately decided not to do certain things that are common in the payroll industry. We

Truck Driver Turnover Falls to 8.65% in July 2026: What the Data May Be Telling Us

Truck Driver Turnover Falls to 8.65% in July 2026: What the Data May Be Telling Us Published: August 10th, 2026 Executive Summary The Superior Trucking Payroll Service Driver Turnover Index fell to 8.65% in July 2026, down sharply from 14.21% in June and the lowest monthly turnover rate recorded so far in 2026. After a surprisingly high June,

How to Switch Payroll Companies Without Missing Payroll

July 26th, 2026 Executive Summary Switching payroll providers can feel risky, especially for a trucking company where drivers depend on getting paid accurately and on time. The good news is that changing trucking payroll services does not have to mean missing a payroll, delaying direct deposits, or creating tax problems. With proper planning, most trucking companies can

How to Roll Out Per Diem Without Losing Driver Trust

Executive Summary Implementing truck driver per diem should be one of the easiest wins for a trucking company. Drivers usually take home more money, companies reduce payroll taxes and workers’ compensation costs, and everyone benefits. So why do some fleets experience angry phone calls, frustrated drivers, and even turnover after introducing it? The answer is

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