Episode Player
S1 E17 How to Prepare for Year-End: A Simple Checklist for Stress-Free W-2s
Driven for Success
Driven for Success
S1 E17 How to Prepare for Year-End: A Simple Checklist for Stress-Free W-2s
Dec 02, 2025
Season 1
Episode 17
Mike
Year-end doesn’t have to be chaotic — but for most trucking companies, it is.
Not because the work is hard, but because so many small details get overlooked until it’s too late.
In this episode, I walk through a clear, practical year-end checklist that will save you hours of cleanup in January and prevent the most common W-2 mistakes trucking companies face.
We’ll cover:
- Why updating addresses (especially for termed drivers) matters more than you think
- The one state form almost everyone forgets to send their payroll provider
- How to confirm names and Social Security numbers before they become a problem
- What taxable fringe benefits must be added before year-end
- How to audit per diem, detention, layovers, and other trucking-specific pay codes
- The silent issues that pop up with ghost employees and closed accounts
- How to set up your first payroll of the new year so everything runs clean
We also start with our Question of the Week:
“Do I need to issue a W-2 for someone who quit early in the year?”
(Short answer: yes — and I explain why.)
If you want your year-end to be smooth, predictable, and free of surprises, this episode gives you everything you need to get ahead.