Please note: This is not legal or accounting advice and should be used for entertainment purposes only. You absolutely will need to do a deeper dive research on each step and consult with an attorney [or multiple ones] to do this legally and safely. Consider a LegalShield Small Business plan as an option to save on your legal expenses.
As 2025 rolls toward its final stretch, it’s a smart time for company drivers to hit the brakes and check their mirrors—not just on the road, but on their personal and financial goals. A little planning now can lead to a smoother ride in 2026. Here’s your year-end checklist to make sure nothing gets left in the dust.
? 1. Review Your Pay Stubs and Earnings
Before the final paycheck of the year hits, make sure your earnings, mileage, bonuses, and deductions have been accurately recorded. Pay close attention to:
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Total gross income vs. net pay
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Per diem adjustments (if applicable)
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Any reimbursements owed
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Benefits contributions (health, dental, retirement)
You don’t want to discover a missing safety bonus or fuel reimbursement in February when it’s too late to fix.
? 2. Prep for Tax Season
Even as a company driver, there are still tax moves to make:
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Confirm your W-2 address with payroll or HR
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Gather receipts for any out-of-pocket expenses not reimbursed (e.g., work gear, parking fees)
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Consider pre-paying certain expenses (like union dues) before December 31
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If you received a sign-on or referral bonus, make sure taxes were properly withheld
Start a 2025 tax folder now—it’ll save you a headache later.
? 3. Use or Boost Your Benefits
Many company driver benefits reset at year-end. Now’s the time to:

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Use remaining health, dental, or vision benefits
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Book that eye exam or dental cleaning before benefits expire
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Check FSA balances and spend what’s left before it’s lost
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Review 401(k) or retirement contributions—can you afford to contribute a little more?
Even small increases now could help you retire a little earlier down the road.
? 4. Evaluate Your Equipment and Gear
Take inventory of your truck and personal gear:
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Is your CB, GPS, or headset ready for another year?
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Need new cold-weather gear or boots?
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Are you running low on logbooks, cleaning supplies, or safety gear?
Some employers may let you order replacement items before the end of the year—especially if it helps with tax write-offs.
? 5. Review Your Route and Home Time Goals
The end of the year is a perfect time to reflect:
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Are you happy with your current home time vs. miles balance?
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Want to switch from OTR to regional or vice versa?
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Looking to change terminals, fleet managers, or equipment type?
Speak with your dispatcher or driver manager now. Changes may take time to process but can be effective with the new year.
? 6. Set 2026 Goals
Ask yourself:

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Want to save for a new truck or go owner-operator?
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Need to improve your credit or pay down debt?
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Planning to move, go local, or change companies?
Write down 1–3 clear goals for 2026 and the first steps toward each. A goal without a plan is just a wish.
? 7. Learn Something New
Consider using the slower winter months to invest in your knowledge:
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Watch trucking finance videos
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Learn about IFTA, ELD troubleshooting, or DOT audits
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Start researching what it takes to get your own authority
Even one good tip can save you money or hassle next year.
✅ Wrapping It All Up
End-of-year planning isn’t about adding stress—it’s about taking control. Whether you’re a rookie driver or a road veteran, finishing 2025 strong sets you up for a successful 2026.
From all of us at TruckStopReport.com, stay safe out there, and roll into the new year with confidence!
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