Payroll 101 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, […]

Do You Need a TMS Integration to Outsource Payroll for Your Trucking Company?

Do You Need a TMS Integration to Outsource Payroll for Your Trucking Company? Published: September 30th, 2026 Executive Summary If you are considering outsourcing payroll for your trucking company, one of your first questions may be: Does the payroll company integrate with our TMS? It is an important question, but it may not be the

Can an Outsourced Payroll Company Really Handle the Complexity of a 200–500 Truck Fleet?

Published: September 28th, 2026 Can an Outsourced Payroll Company Really Handle the Complexity of a 200–500 Truck Fleet? For a trucking company with 200, 300, or 500 trucks, outsourcing payroll is a very different decision than it is for a 20-truck fleet. At this size, payroll is rarely just a matter of entering hours and

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

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

Can You Legally Pay a Truck Driver as a 1099 Contractor?

Published: August 24th, 2026 Can You Legally Pay a Truck Driver as a 1099 Contractor? Yes, you can legally pay a truck driver as a 1099 independent contractor. But you cannot simply decide that a driver is an independent contractor. The driver cannot decide it either. A driver can ask to be paid on a 1099. You

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

Is Truck Driver Per Diem Legal? The Most Common Questions Trucking Company Owners Ask

Is Truck Driver Per Diem Legal? The Most Common Questions Trucking Company Owners Ask Published: August 10th, 2026 Executive Summary Truck driver per diem is one of the most misunderstood payroll topics in trucking. Many fleet owners have heard about it but aren’t sure whether it’s legal, who qualifies, how much it saves, or what