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Starting OutMarch 15, 20265 min read

Tax Checklist: 5 Things to Remember

By Oldspring Trust Financial Team

Tax season is quickly approaching—do you know what you need to claim, and what forms you need to submit? This tax checklist makes filing simple and helps you avoid common mistakes.

Whether you're filing as an individual, freelancer, or small business owner, having all your documents organized before you start can save time, reduce stress, and help you maximize your deductions.

1. Gather Your Income Documents

Before you begin, collect all forms that report your income:

  • W-2 forms from employers
  • 1099 forms for freelance or contract work
  • 1099-INT for interest income from banks
  • 1099-DIV for dividends from investments
  • Records of any other income (rental, side gigs, etc.)
Organizing tax documents

Organizing your tax documents early makes filing easier

2. Track Deductible Expenses

If you itemize deductions, gather receipts and records for:

  • Mortgage interest (Form 1098)
  • Charitable donations
  • Medical and dental expenses
  • State and local taxes paid
  • Business expenses if self-employed
  • Education expenses and student loan interest

3. Review Retirement Contributions

Contributions to traditional IRAs, 401(k)s, and other retirement accounts may be tax-deductible. Check your contribution statements and ensure you've maximized your retirement savings.

4. Check for Life Changes

Major life events can affect your tax situation. Make note of:

  • Marriage or divorce
  • Birth or adoption of a child
  • Purchase or sale of a home
  • Change in employment status
  • Starting a business

5. Know Important Deadlines

  • Tax Day: April 15, 2026
  • Extension deadline: October 15, 2026
  • Quarterly estimated tax deadlines for self-employed

Need Help with Your Taxes?

Our financial specialists can help you understand your tax situation and connect you with trusted tax professionals who can assist with filing.

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