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 *

Recent Posts

  • social security numbers, downside
    When Will Your Social Security Checks Arrive? (What Beneficiaries Should Know)
  • Things Seniors Should Always Get from Costco
    8 Kirkland Products That No Longer Feel Like a Costco Bargain
  • medicare
    Medicare Costs Are Rising in 2026 — Here’s What to Expect
  • save money on healthcare
    Could You Qualify For the New $25,000 Health Care Tax Deduction Coming in 2026?
  • Medicare open enrollment
    Missed the Medicare Deadline? Your Options Aren’t Over Yet
  • stimulus check
    Trump Promises $2,000 Tariff Checks: Could You Qualify?

Related Articles

IRS Audit

8 IRS Audit Red Flags

You’re worried about an IRS Audit?

Read More →
part-time gig

10 Great Part-Time Gigs For Retirees (Available Now!)

Management Analyst A management consultant analyzes how a business works, and they come up with…

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 →
tax changes

Shocking New Tax Changes Coming Up This Year

Retired in USA presents: new tax changes coming up in 2024! The Internal Revenue Service…

Read More →
money million

11 Ways Boomers Waste Money in Retirement

Looking for bargains This is one of the easiest traps you can fall into. With…

Read More →
Tax Refund

7 Ways to Maximize Your Tax Refund in 2023

#4 Improve the Energy Efficiency of Your Home Making your house “greener” is now significantly…

Read More →
tax-free retirement income

How to Enjoy Tax-Free Retirement Income with These 6 Proven Methods

It is easy to understand why someone would want more tax-free retirement income. Everyone wants…

Read More →
tax breaks withdrawal

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

When it comes to tax breaks a lot of seniors over 65 often forget about…

Read More →
Photo-realistic, senior-friendly scene that visually introduces the section titled 'First, Understand the Big Picture: What Really Makes a State "Tax-Friendly"?.

The 8 Most Tax-Friendly States for Retirees in 2025

The All-Around Low-Tax Contenders Some states don’t stand out for having a zero in any…

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

Explore

  • 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.