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Your email address will not be published.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

  • 9 Retirement Communities With Surprisingly Low HOA Fees
  • What about stop-and-go traffic? Can I save some gas by turning off my vehicle? Seniors: Will You Have to Retake Your Driving Test This Year? What You Should Know About DMV Rules
  • A woman in her late 50s joyfully works on a woodworking project in her sunlit garage, representing a vibrant lifestyle. 5 Smart Ways to Use Your Life Insurance While You're Still Alive
  • An infographic titled 'The Subscription Leak' showing a funnel of money with data points about household subscription costs. 8 Subscription Services Americans Are Quietly Replacing With Cheaper Alternatives
  • Ink drawing of a person cutting a giant price tag to reveal a lower price underneath, symbolizing the power of negotiation. 10 Things You Should Always Negotiate but Most People Never Do
  • A person in a cozy sweater holding a ceramic mug in a sunlit breakfast nook, evoking a sense of quality and comfort. 10 Things You Should Always Pay More For (They're Worth Every Penny)
  • A senior couple smiles while reviewing a map of the US and financial papers on an oak table in a sun-drenched room. 7 States Where Retirees Are Paying Zero Tax on Their Pension in 2026
  • A person at a kitchen table comparing a digital stock app on a smartphone to an old handwritten ledger book. 8 Money Habits Americans Learned From Their Parents That No Longer Work
  • A retiree in her sun-drenched home studio packing a ceramic vase for shipping next to a laptop showing business sales. 7 Retiree Hobbies That Accidentally Turned Into Full Businesses
  • A mixed media collage of vintage childhood items like toys and coins spilling out of an attic box, representing hidden value. 9 Childhood Items Retirees Still Own That Are Worth Serious Money

Newsletter

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

Related Articles

income tax, change

These 9 States Have No Income Tax

Everyone wants to have their tax rates reduced. But this isn’t as impossible as some…

Read More →
income retire stealth

10 Types of Retirement Income Tax You Need to Know About

Home Sales Typically, a home is no less than the most valuable asset you could…

Read More →

Are You a Homeowner? Here Are 5 Trump Tax Bill Changes That Could Affect You

Final Thoughts: Smart Planning Is More Important Than Ever Trump’s 2025 tax overhaul delivers both…

Read More →
IRS refund

Tax Refund Alert: Americans May See a $1,000 Increase in 2026

Prepare for Direct Deposit Refunds and Expect Possible IRS Delays The IRS is continuing to…

Read More →

Did You Know About These 5 Veteran Tax Breaks?

A smiling veteran couple reviews exclusive tax breaks on a tablet while relaxing on their…

Read More →
social security, Social Security task

Who Will Receive Social Security Payments on May 13, 20, and 27?

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

Read More →
tax deduction

Bigger Refunds Ahead? What the New SALT Cap Means

Bottom Line The higher SALT deduction cap could be a game-changer for some taxpayers—but not…

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 →
tax breaks for homeowners

7 Tax Breaks for Homeowners and Home Buyers

Owning a home is a key part of the American Dream. Whether you fancy a…

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.