Make money work for you!

  • Home
  • Personal Finance
  • Budgeting
  • Shopping
  • Taxes

10 Overlooked Tax Deductions for Retirees

August 25, 2025 · Taxes

Photo-realistic, senior-friendly scene that visually introduces the section titled '8.

8. Gambling Losses (Up to Winnings)

This may seem like a surprising deduction, but it is a legitimate one that applies to many people who enjoy trips to the casino, playing bingo, or buying lottery tickets. The rule is simple, but often misunderstood.

You Can Deduct Losses Only Up to the Amount of Your Winnings

You cannot deduct more in losses than you won during the year. For example, if you won $2,000 from various casino trips but lost $3,000 over the course of the year, you can only deduct $2,000 of your losses. You cannot use the extra $1,000 loss to reduce your other income.

How to Report It

This is where people make mistakes. You must report your winnings and losses separately. Your total winnings for the year are reported as “Other Income” on your tax return. If a single payout was large enough, you might receive a Form W-2G from the casino or lottery.

Your losses are then reported as an itemized deduction on Schedule A. You cannot just subtract your losses from your winnings and report the net amount. Because you must itemize to claim the losses, this deduction is only useful if your total itemized deductions exceed your standard deduction.

The Need for a Diary

The IRS requires you to keep a detailed log or diary of your gambling activity to substantiate your losses. This should include the date, the type of gambling, the location, and the amounts you won and lost. Keeping tickets, statements, and receipts is also crucial.

Pages: 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15

Share this article

Facebook Twitter Pinterest LinkedIn Email

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

1 comment on “10 Overlooked Tax Deductions for Retirees”

  1. Carolyn A Sullivan says:
    November 22, 2025 at 11:14 pm

    Would like a paper for tax in 2024 and 2025 on the amount I will have to pay.

    Reply
Se încarcă comentarii...

Nu mai există comentarii de afișat.

Search

Latest Posts

  • A happy couple shopping with a full cart at a warehouse club in 2026. Top 10 Sam's Club Deals You Can't Ignore in 2026
  • A couple shopping for high-end deals at a modern warehouse store. 12 Costco Deals Shoppers Are Jumping on for 2026
  • A high-end desk setup with a Social Security card and a gold pen, representing presidential financial benefits. Is Trump on Social Security? A Look at Presidential Benefits
  • A person thoughtfully choosing a card from their wallet at a checkout counter. 5 Places to Avoid Using Your Debit Card and 3 Safe Spots
  • A mature couple looking at a tablet together on a sunny patio, appearing confident about their financial future. Married or Divorced? Don't Miss This Social Security Tip That Could Increase Your Checks
  • A confident woman working on her taxes at a bright, organized home office desk. IRS Alert: 6 Mistakes That Could Inflate Your Tax Bill
  • A woman looks thoughtfully at a tablet in a modern kitchen, representing financial planning for rising costs. Unfortunately, We'll Pay More for These 6 Things in 2026
  • A woman smiling at her phone in a bright living room with a delivery package on the table. The Best Amazon Prime Perks You Should Be Using in 2026
  • A woman smiling at her phone in a bright kitchen, representing the relief of receiving a tax refund. When Will Your 2026 Tax Refund Arrive? IRS Timeline Explained
  • A shopper looking at a grocery checkout screen with the New York City skyline in the background. 10 US Cities Where Grocery Prices Are Highest in 2026

Newsletter

Get money-saving tips and personal finance advice delivered to your inbox.

Related Articles

A graph showing IRS income thresholds for determining the taxability of Social Security benefits for single filers and married couples filing jointly, along with the corresponding tax percentages.

The Tax Implications of Your Social Security Benefits

Frequently Asked Questions About Social Security Taxes When will I receive my Form SSA-1099? The…

Read More →
florida

Florida Tax Guide: What Retirees Will Have to Pay (and What They Won’t)

Will I or my heirs owe inheritance and estate taxes in Florida? The Sunshine State…

Read More →
Holiday Scam

10 Holiday Tax Scams That Turn Your Ho-Ho-Ho Into Oh-No!

Fake Tax Filing Services Fraudulent tax filing websites and companies have become increasingly sophisticated. These…

Read More →
Stimulus Check

These 18 States Are Sending Out Stimulus Checks Now!

9. Idaho – $75 Rebate Payments Idahoans will receive a total of $350 million in…

Read More →
tax deductions, change

10 Tax Deductions to Benefit From if You’re Self-Employed

As a self-employed person, you must handle your own taxes, or you can hire an…

Read More →
Tax credits, reduce, veteran, climate return

8 Legal Ways in Which You Can Reduce Your Taxes

A hand inserts a coin into a slot, surrounded by icons for housing, healthcare, and…

Read More →
social security, Social Security task

Who Will Receive Social Security Payments on March 11, 18, and 25?

Tips for Beneficiaries for March 2026 If you receive Social Security benefits, here are a…

Read More →
tax deduction

Small Business Owners Can Get These 20 Tax Deductions Now

Would you like to have your tax bill reduced? A tax deduction, also known as…

Read More →
A woman smiling at her phone in a bright kitchen, representing the relief of receiving a tax refund.

When Will Your 2026 Tax Refund Arrive? IRS Timeline Explained

Wondering when your 2026 tax refund will arrive? Check our estimated IRS schedule, learn about…

Read More →
The Money Place

Make money work for you!

Inedit Agency S.R.L.
Bucharest, Romania

contact@ineditagency.com

Explore

  • Subscribe
  • Unsubscribe
  • Newsletter
  • Terms and Conditions
  • Do not sell my personal information
  • Privacy Policy
  • Contact

Categories

  • Budgeting
  • Personal Finance
  • Shopping
  • Taxes

© 2026 The Money Place. All rights reserved.