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Your email address will not be published.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

  • Laptop showing an order return screen beside folded cardigans, a shipping box, and a return label on a table. 10 Store Return Tricks That Backfire on the Shopper
  • A senior couple sits at a wooden table, with the woman reading a retirement summary paper while the man drinks coffee. 7 Reasons Retirees Are Choosing Fixed Indexed Annuities
  • A mature man sits on a sunny terrace overlooking a hillside town, beside a steaming mug and a tablet displaying bank balances. 12 Countries Where American Retirees Can Bank Without Extra Fees
  • A woman sits at a wooden dining table reviewing retirement account paperwork alongside folders, mail, and eyeglasses. 10 Signs You Need to Update Your Beneficiaries Now
  • Man sitting at an outdoor café table examining a U.S. passport, tax documents, and an espresso cup. 12 Countries With Tax Treaties That Protect Retiree Income
  • Senior couple sitting at a wooden table in a sunlit kitchen, the man drinking from a mug and the woman reading a book. 11 Money Habits That Separate Relaxed Retirees From Anxious Ones
  • Senior man sitting at a wooden table looking thoughtfully at a financial portfolio on a digital tablet. 8 Reasons Retirees Are Ditching Traditional Banks
  • Watercolor illustration of a senior couple walking down a trail past milestone markers labeled 2027, Tax Policy, and 2028. What Are the Projected IRMAA Brackets for 2027 and 2028?
  • Senior man sitting at a wooden desk with paperwork, a pen, and a steaming mug, looking thoughtfully out a window. 12 Biggest Money Mistakes to Avoid in Your 70s
  • A senior couple reviews financial documents, a monthly budget, and a year-end planner at a dining table. 8 Ways Retirees Could Save $10,000 by the End of the Year

Newsletter

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

Related Articles

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 →
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 →
Watercolor illustration of a senior couple walking down a trail past milestone markers labeled 2027, Tax Policy, and 2028.

What Are the Projected IRMAA Brackets for 2027 and 2028?

Learn the projected Medicare IRMAA brackets for 2027 and 2028, how the two-year lookback works,…

Read More →
Tax

5 Tax-Efficient Ways to Share Wealth with Kids

A mother watches her son play outside, considering how smart tax planning today secures his…

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 →
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 →
tax season, save

8 Tax Season Preparation Steps (2023)

8. Decide Whether to File for an Extension If you need more time to get…

Read More →
new 2024 tax plan

Biden Proposed a New 2024 Tax Plan (and You Should See It Now)

What’s not included or mentioned in the new 2024 tax plan With the above providing…

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 →
The Money Place

Make money work for you!

Inedit Agency S.R.L.
Bucharest, Romania

contact@ineditagency.com

Trust & Legal

  • Contact
  • Editorial Policy
  • Advertiser Disclosure
  • FAQ
  • Subscribe
  • Unsubscribe
  • Privacy Policy
  • Terms and Conditions
  • Disclaimer
  • Do not sell my personal information
  • Request to Know
  • Request to Delete
  • CA Private Policy

Categories

  • Budgeting
  • Personal Finance
  • Shopping
  • Taxes

© 2026 The Money Place. All rights reserved.