Switching From 1099 to W2 FAQ:
Running a trucking company comes with some tough challenges—like handling complicated rules, keeping drivers, and controlling costs. Changing from 1099 to W-2 can be a good choice to keep your company safe from legal issues and give your drivers more stability, which can help them stay longer. But it’s important to know that this change might get noticed by the state and IRS. With the right help, you can make this switch easily, avoid problems, and get the most benefits from it.
As the first and only payroll service in the U.S. that focuses specifically on the trucking industry, we know how important it is to get your payroll right. Our expertise in trucking payroll ensures that we can guide you through this process smoothly, helping you avoid any potential pitfalls while maximizing the benefits of making this switch.

In this article, you’ll learn the key steps to successfully switch from 1099 to W2, how to communicate the change to your drivers, and how to manage the costs involved.
Is it Legal to 1099 and W-2 in the Same Year?
Yes, you can issue a 1099 and a W-2 form in the same year, but be prepared for questions. The IRS might ask why you did this, and your drivers could be confused. That’s why it’s important to explain the change to your drivers so they understand what’s happening.
What Should My Company Consider If We Switch from 1099 to W-2 in the Same Year?
If you switch from 1099 to W-2 in the same year, here are a few things to keep in mind:
How Much Would It Cost My Company to Fix Prior Months?
The cost of fixing taxes for prior months is often less than you might think. Here’s what it involves:
How Do You Change the Taxes on Prior Months?
The best way to adjust taxes for prior months is to go back and correct each payment date individually. You’ll also need to file amended 941 forms for the affected quarters.
In summary, taking the time to prepare your drivers for the switch from 1099 to W-2 is crucial. Clear communication about what’s happening and how it will affect them is essential. No one likes surprises, especially when it comes to taxes, so making sure everyone is on the same page will help ensure a smooth transition and maintain trust with your team. Additionally, finding a trustworthy payroll service that understands the unique needs of the trucking industry can make this process much easier and ensure everything is handled correctly from start to finish.
Written by Harley Houlden
Harley joined Superior Trucking Payroll Service in early 2019. Her main roles are Inbound sales, Implementation, and marketing. She loves the work atmosphere. “It feels like everyone here is a family. Even when we add someone new to the team, they just meld right in.”
Before joining STPS she worked at a local chain grocery store starting in 2013 as a cashier and by the time she left in 2019 was an assistant store director.

