Resource Library/Checklists/DOT/Railroad Employee Tax Filing Checklist
Checklists

DOT/Railroad Employee Tax Filing Checklist

A dedicated checklist for DOT and railroad employees โ€” whose filing situation differs from standard W-2 filers.

By Holmes Financial Hub Team July 23, 2026 1 min read
For:๐Ÿš› DOT/Railroad

DOT/Railroad Employee Tax Filing Checklist

If you work for a railroad or the U.S. Department of Transportation, your tax situation looks a little different from a standard employee. Railroad Retirement Board (RRB) benefits, union dues, and travel all have specific rules. Use this checklist to come prepared.

Income documents

  • RRB-1099 / RRB-1099-R โ€” Railroad Retirement benefits and Tier taxes withheld
  • W-2 โ€” if you also had non-railroad wages during the year
  • 1099-R โ€” any pension or annuity distributions
  • 1099-INT / 1099-DIV โ€” investment income

RRB-specific items

  • Tier 1 and Tier 2 tax withholding totals (on your RRB forms)
  • Any supplemental annuity or vested dual benefit payments
  • Evidence of sickness or unemployment benefits under the Railroad Unemployment Insurance Act

Deductions to gather

  • Union dues receipts
  • Work-related travel and lodging not reimbursed by your employer
  • Uniform and protective gear expenses
  • Professional license fees and continuing education costs
  • Home office records (only if you are self-employed or have a qualifying side business)

Health and retirement

  • HSA contributions and distributions (Form 1099-SA and 5498-SA)
  • Traditional or Roth IRA contributions
  • Health insurance premiums (if self-employed for any part of the year)

Prior year

  • A copy of last year's federal and state returns
  • Any IRS or state correspondence this year

Railroad filers often overpay because a preparer treats RRB income like ordinary Social Security. At HFH we know the difference. Start your intake, flag yourself as DOT/Railroad, and we will route you to someone who handles this every year.

dot-railroadchecklistrailroad-retirementtaxes

Have a question this did not answer?

We are a real team, not a chatbot. Reach out and we will help you figure out the next step.