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Your email address will not be published.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

  • The Worst Time to Fill Up Your Tank - and the Better Days to Buy Gas
  • A warm, candid photo of a smiling senior woman at a market checkout counter, handing a canvas bag to a cashier in soft morning light. The Best Retail Discounts Available to Seniors
  • An elegant watercolor and ink illustration depicting stylized plants representing different income streams like fixed income and dividends. The Supplemental Income Sources Available Today
  • An older woman sits thoughtfully at her kitchen table looking at a paper bill in warm afternoon light. What a Smaller COLA Could Mean for Your Budget
  • Gouache illustration of a couple nurturing a golden plant protected by a glass dome labeled Tax-Free Shield. The Retirement Planning Move That Pays Off Later
  • A retired couple confidently reviews financial documents together in their sunlit, cozy living room. How to Protect Your Retirement Income From Inflation
  • A stylized risograph illustration of a giant red balloon with a percent sign pulling a shopping cart upward as a person tries to hold it dow What Happens If Inflation Keeps Rising?
  • The Retirement Income Mistake That Could Cost You Thousands The Retirement Income Mistake That Could Cost You Thousands
  • An older couple sitting at a wooden kitchen table reviewing their finances with a calculator and bank statements in warm morning light. Could Your Social Security Check Change Next Year?
  • A warm, textured paper collage showing scissors trimming a receipt alongside icons of a house, car, and grocery basket. 7 Purchases Retirees Are Cutting Back On

Newsletter

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

Related Articles

tax burdens stealth return

7 States With Largest Tax Burdens for Middle-Class Families

A concerned couple reviews financial spreadsheets in their kitchen, reflecting the growing tax pressures facing…

Read More →
retirees

Moving Abroad? These 9 Countries Don’t Tax Retirees at All!

9. Nicaragua Nicaragua is a small country located in Central America, having coasts on both…

Read More →
stealth

7 Stealth Taxes that Can Destroy Your Retirement

Opportunities: staged Roth IRA conversions Even if other retirement income planning strategies could be implemented…

Read More →
retirement

10 Ways to Cut Down on Taxes in Retirement

Retirement is meant to be easy, but with inflation rising, the overall situation is more…

Read More →
avoid some taxes

Yes, You Can Avoid Some Taxes With These 6 Solutions!

Benjamin Franklin once said: “nothing is certain but death and taxes.” If you don’t file…

Read More →
free tax assistance avoid

Frugal Tax Solutions: 5 Ways to File Your Taxes for Free

Every year, there is the tax season when everyone needs to file their taxes. It’s…

Read More →
Editorial illustration of a gold gavel striking tax forms on a navy background.

Trump’s $10B IRS Lawsuit Could Upend the 2026 Tax Filing Season

President Trump's $10 billion lawsuit against the IRS adds to a chaotic 2026 tax season.…

Read More →

Warning: 9 Reasons The IRS Can Audit You Anytime

9. Discrepancies between individual taxpayer and corporate filing associated with taxpayer When it comes to…

Read More →
A confident woman working on her taxes at a bright, organized home office desk.

IRS Alert: 6 Mistakes That Could Inflate Your Tax Bill

Tax season 2026 is here with new laws and higher deductions. Avoid these 6 costly…

Read More →
The Money Place

Make money work for you!

Inedit Agency S.R.L.
Bucharest, Romania

contact@ineditagency.com

Trust & Legal

  • Subscribe
  • Unsubscribe
  • Newsletter
  • Terms and Conditions
  • Do not sell my personal information
  • Privacy Policy
  • Contact
  • Request to Know
  • Request to Delete
  • CA Private Policy

Categories

  • Budgeting
  • Personal Finance
  • Shopping
  • Taxes

© 2026 The Money Place. All rights reserved.