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

  • Ink and watercolor illustration of a balance scale holding a warm coffee mug on one side and a vintage travel suitcase on the other. 8 Jobs That Let Retirees Set Their Own Schedule
  • An ink and watercolor illustration of a retired couple looking toward the horizon, symbolizing retirement planning. 5 Social Security Trends Shaping the Future
  • A retired couple sits together at a sunlit kitchen island, reviewing financial papers and planning their retirement budget. How Retirees Are Stretching Their Social Security Benefits
  • An editorial illustration showing a balance scale where a coin labeled COLA is outweighed by grocery bags and medicine bottles. What Retirees Need to Know Before the Next COLA Announcement
  • An older woman reviewing a Social Security Administration letter at her kitchen table with a magnifying glass and a calculator. Why Retirees Are Watching COLA Estimates Closely
  • Illustration of a senior woman planning her budget at a sunlit table, symbolizing retirement financial planning. What a Higher COLA Could Mean for Your Budget
  • An older couple sitting at a wooden table reviewing financial papers in a warm, sunlit room. Is Your Pension Keeping Up With Inflation?
  • Gouache illustration of a cozy kitchen table with coffee, glasses, and an October calendar, symbolizing retirement planning. New COLA Predictions Are In - Here's What Retirees Should Know
  • Retirees Are Watching This $2,000 Proposal Closely
  • A clean, horizontal timeline diagram showing key Social Security age milestones from 62 to 70 with rules and earnings limits labeled. 5 Social Security Rules Most Retirees Learn Too Late

Newsletter

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

Related Articles

A retired couple sits together at a sunlit kitchen island, reviewing financial papers and planning their retirement budget.

How Retirees Are Stretching Their Social Security Benefits

Learn how to stretch your 2026 Social Security benefits by managing earnings limits, navigating Medicare…

Read More →
stimulus check

Trump Promises $2,000 Tariff Checks: Could You Qualify?

Major obstacles & unanswered questions Here are the key issues that could block or complicate…

Read More →
Trump second term, seniors living on Social Security

Claiming Social Security Early: 8 Reasons Why You Should Do This

4. You Can’t Work Anymore Having a retirement plan doesn’t always mean that everything will…

Read More →
financial stability in retirement

6 Finance Tips to NEVER Ask Your Kids for Money Again

Most of us strive to achieve financial stability in retirement, but this is not always…

Read More →
social security homebuying

8 Myths About Homebuying That Will Cost You a Fortune

The only ongoing cost is the mortgage payment When you’re calculating your homeownership cost, you…

Read More →
safe deposit box

10 Things That Belong in a Safe Deposit Box

Personal Papers Honestly now, sentimental value is just as important for many of us. So…

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 conceptual mid-century style illustration of a retiree building a shield from planks labeled with financial strategies against a windy bac

5 Ways to Build Your Own COLA Now If You’re Worried About a Smaller Social Security Raise in 2027

Protect your retirement income from rising costs and Medicare premium hikes by building a personalized…

Read More →
tax breaks withdrawal

Unlocking Savings: Best Lesser-Known Tax Breaks for Those 65+

A smiling senior woman reviews her financial documents in a bright home office, discovering valuable…

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.