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Michael DiSabatino of We Do Books™ shares expert insights to help you unlock your business's full potential by delivering proven strategies for maximizing tax savings, streamlining operations, and driving sustainable growth.

The information provided on this site is for general informational purposes only and should not be construed as professional financial, tax, or legal advice. For advice tailored to your specific situation, we recommend consulting with a qualified professional.
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Tips to Organize Your Tax Records – Creating Order Out of Chaos

Tips to Organize Your Tax Records – Creating Order Out of Chaos

As important tax records start filling mailboxes, how can you make sure your tax preparation goes smoothly and efficiently this year? Here are some tips.

Keep it all in one place. It seems obvious, but how often have you found yourself going through piles of paper looking for that elusive 1099 tax form or charitable deduction receipt? If you only do one thing, this is it.

Time to sort. When you have everything all together, the best practice is to sort your information into the same buckets used in your tax return. At a minimum, sort the information into the basic categories below. If you have a lot of one category, sort that stack into the following sub-categories.

A. Income

  • Wages (W-2s)
  • Alimony (pre-2019 divorce agreements)
  • Business income (1099's, K-1s)
  • Interest income (1099-INT)
  • Dividends (1099-DIV)
  • Winnings (W-2G, 1099-G)
  • Social Security (SSA-1099)
  • Investments (1099-B)
  • Other Income Items

B. Income Adjustments

  • Student loan interest
  • Tuition & fees deductions
  • Alimony paid (pre-2019 divorce agreements)
  • Educator expenses
  • Other education expenses
  • IRA contributions
  • HSA/MSA contributions

C. Itemized Deductions

  • Taxes paid
  • Charitable contributions
  • Interest expense (mortgages)
  • Medical/Dental expenses
  • Investor/Other expenses
  • Casualty/Theft losses

D. Credit Information

  • Child & dependent care expenses
  • Adoption expenses
  • Education expenses

E. Business/Rental

  • Sort income and expenses for each business activity, hobby activity, or rental unit

Note: Remember, this list is not all-inclusive. It is here to help you sort your information into a usable form to make tax filing easier.

F. New Tax Laws

This year there are new tax laws that require your attention:

  • Tax-free tips. Get and retain records to prove any tip income from 2025.
  • Tax-free overtime. Get your employer to provide records of any overtime you worked in 2025.
  • Vehicle loans. If you purchased a new vehicle and have a loan on the vehicle, keep the detailed loan document. If the vehicle is U.S. assembled, this could be a new deduction for you.

G. Not Sure Bucket

There may be things you receive that you aren't certain about needing for tax filing purposes. These items should be gathered in one place for review.

Sum it up. Once the information has been categorized, create a summary of the information. This summary can be a printed copy of an organizer or it could be a simple recap you create.

Is something missing? Pull out last year’s tax return and create a list of things you needed last year. Use this as a checklist against this year’s information. While this process will not identify new items, it will help identify missing items that qualified in prior years.

Finalize required documentation. Certain deductions require substantiation and/or logs to qualify your expense. Common areas that require this are: business mileage, charitable mileage, medical mileage, moving mileage, non-cash charitable contributions, and certain business expenses. These logs should be maintained throughout the year, but now is a good time to make sure they are complete and ready to go for tax filing.

It is very easy to overlook something given the lengthy list of taxable income items, deductions, and credits. By following these tips you can greatly reduce this risk.


This publication provides summary information regarding the subject matter at time of publishing. Please call with any questions on how this information may impact your situation. This material may not be published, rewritten or redistributed without permission, except as noted here. All rights reserved.

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