Your golden years are your best years! Make them shine!

  • Home
  • Personal Finance
  • Retirement Life
  • Saving & Spending

The Ultimate Pre-Retirement Checklist: Everything to Do in the 5 Years Before You Retire

August 25, 2025 · Personal Finance

Photo-realistic, senior-friendly scene that visually introduces the section titled '2 Years Out: Taxes, Taxes, Taxes'.

2 Years Out: Taxes, Taxes, Taxes

As you get closer to retirement, your focus must shift to one of the most overlooked aspects of financial planning: taxes. Your tax situation in retirement will likely be very different from what you’re used to. Understanding how your income will be taxed is essential for making your money last.

Understand Your Future Tax Picture

Many retirees are surprised to learn that their Social Security benefits may be taxable. Whether they are, and how much, depends on your provisional income. This is a specific calculation used by the IRS. It’s not a number you’ll find on any other form. You must calculate it yourself.

The formula is: Your Adjusted Gross Income (AGI) + any non-taxable interest (like from municipal bonds) + 50% of your Social Security benefits. Your AGI includes withdrawals from traditional 401(k)s or IRAs, pension income, wages from part-time work, and investment gains.

Let’s walk through a mini-math example. Suppose a married couple filing jointly has the following income for the year: $30,000 from IRA withdrawals, $5,000 in taxable interest and dividends, and $40,000 in Social Security benefits. First, we find their AGI, which is $30,000 + $5,000 = $35,000. Next, we add 50% of their Social Security benefits ($40,000 / 2 = $20,000). Their provisional income is $35,000 + $20,000 = $55,000. Based on IRS rules for a given tax year, a portion of their Social Security benefits would be subject to federal income tax because their provisional income is above the established thresholds. You can find the latest income thresholds on the IRS website.

Plan for Tax-Efficient Withdrawals

You likely have money in different types of accounts, and they are all taxed differently. This is called tax diversification, and it’s a powerful tool in retirement.

Tax-deferred accounts, like a Traditional 401(k) or IRA, were funded with pre-tax dollars. Every dollar you withdraw from these accounts is taxed as ordinary income, just like your old salary.

Tax-free accounts, like a Roth 401(k) or Roth IRA, were funded with after-tax dollars. This means all qualified withdrawals you make in retirement are completely tax-free.

Taxable brokerage accounts hold investments like stocks and mutual funds. When you sell an investment that has grown in value, you pay capital gains tax, which is often at a lower rate than ordinary income tax, especially if you’ve held the investment for more than a year.

A smart withdrawal strategy often involves taking a little bit from each type of account to control your taxable income each year. For example, you might withdraw just enough from your traditional IRA to stay in a lower tax bracket, then take the rest of the cash you need from your Roth IRA or brokerage account.

Also, be aware of Required Minimum Distributions (RMDs). The government requires you to start taking withdrawals from your tax-deferred retirement accounts once you reach a certain age (currently 73 for most people, but this can change). The IRS has specific rules for calculating your RMD each year. Failing to take your RMD results in a stiff penalty.

Pages: 1 2 3 4 5 6 7 8 9 10

Share this article

Facebook Twitter Pinterest LinkedIn Email

Leave a Reply Cancel reply

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

Search

Latest Posts

  • A collage showing a bright tropical postcard on the left overlapping with complex financial documents and a 2026 calendar on the right. These Southern Retirement Towns Look Great on Paper - But…
  • A retiree looks over financial documents at his kitchen table, weighing the costs of moving to a new state. 12 Places Where Everyday Retirement Life Can Be Tougher
  • An illustration of a suitcase packed with heavy weights labeled with retirement downsides, while a retiree looks at a distant palm tree. The Downsides of These 10 Popular Retirement Locations
  • A man in a kitchen looking at real estate listings while a for sale sign is visible through the window in the background. 8 Signs It May Be Time to Relocate
  • A retired couple on a porch, one looking at a map and the other at a garden, in warm golden hour light. 8 Ways Retirement Changes Family Relationships
  • A mixed-media collage split diagonally between a peaceful beach watercolor and a realistic pile of tax forms, medical tools, and bills. 9 Retirement Expectations That Don't Match Reality
  • 9 Things Retirees Are Collecting That Are Suddenly Worth Money
  • A nostalgic living room scene with vintage magazines and reading glasses on a wooden table in warm golden light. Remembering 16 Beloved American Icons We Lost in 2025 and 2026
  • A luxury cruise ship docked in a South American port at dawn, with two retirees looking on from a wooden pier. Hantavirus: What Retirees Need to Know Before Boarding a Cruise Ship
  • A retired couple selects fresh produce at a sunny outdoor market, highlighting the active and affordable retirement lifestyle. 7 Retirement Towns Where Residents Spend Less On Groceries

Newsletter

Get retirement tips and senior living advice delivered to your inbox.

Related Articles

social security benefits

Which States Tax Social Security Benefits in 2026?

Connecticut The Nutmeg State tries its best to help retirees with lower incomes, and in…

Read More →
A mature couple reviewing their retirement plan on a tablet in a bright, modern kitchen.

These Common 401(k) Errors Could Cost You Millions

Avoid these costly 401(k) errors to save millions. Learn about 2026 contribution limits, the new…

Read More →
A retired couple calmly reviewing financial information on a tablet in a bright, modern kitchen.

6 Products That Will Cost You More in 2026

Prepare your retirement budget for 2026. We detail 6 specific price increases hitting seniors this…

Read More →
housing withdrawing money from your retirement account

5 Tips You Need to Know When Withdrawing Money from Your Retirement Account

Since you’ve become a part of the workforce, all that you heard was accumulate, accumulate,…

Read More →
A happy retired couple looking at a tablet in a bright, modern kitchen.

How to Get the Biggest Possible Social Security Check – and Why Most Don’t

Learn how to get the biggest possible Social Security check by avoiding common mistakes. Discover…

Read More →
retirement income tax state, retirement distributions

7 States That Don’t Tax Your Pension, 401(k), Social Security, and More

On the other hand, New York excludes $20,000 of annuity and retirement benefits for those…

Read More →
social security

Some Retirees Won’t Get Great Social Security Benefits- Here’s 7 Reasons Why

4. Workers with too few social security credits We don’t need to tell you that…

Read More →
A senior couple smiling while looking at a tablet on a sunny patio, representing financial peace.

Best CD Rates and High-Yield Savings Accounts for Seniors in 2027

Discover the highest CD rates today for seniors and the best high-yield savings accounts to…

Read More →
tax-saving strategies

4 Tax-Saving Strategies for the 2025 Bracket Update

A mature man smiles while reviewing paperwork, discovering how these smart tax-saving strategies can help…

Read More →
Retired in USA

Your golden years are your best years! Make them shine!

Inedit Agency S.R.L.
Bucharest, Romania

contact@ineditagency.com

Trust & Legal

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

Categories

  • Enjoying Retirement
  • Personal Finance
  • Saving & Spending

© 2026 Retired in USA. All rights reserved.