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 senior couple smiling while looking at a tablet on a sunlit porch. 9 States That Still Tax Social Security - and One Dropping the Tax in 2026
  • A happy senior couple carrying shopping bags into a sunlit, modern home during springtime. 5 Target Items Smart Seniors Should Stock Up On for Spring
  • A retired couple walking happily on a beach at sunset, representing financial security. 8 Social Security Terms Every Retiree Must Understand
  • 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
  • A retired couple calmly reviewing financial information on a tablet in a bright, modern kitchen. 6 Products That Will Cost You More in 2026
  • A mature couple reviewing their retirement plan on a tablet in a bright, modern kitchen. These Common 401(k) Errors Could Cost You Millions
  • A senior couple looking at a tablet in a bright kitchen with a focused expression. HSAs Sound Great - Until You See These 3 Hidden Costs
  • An elegant retired couple enjoying a sunset from a luxury cruise ship balcony. Top 5 Cruises Retirees Are Booking for 2026
  • A retired couple reviews their 2026 financial plan on a tablet in a bright, modern home office. Medicare Costs in 2026: How Much You'll Pay for Coverage
  • A confident retiree working on a tablet in a bright, modern home office during the morning. Best Jobs for Retirees in 2026

Newsletter

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

Related Articles

states, social security

10 States Where You Can Get the Most Social Security

6. Connecticut If you are living in Connecticut, you are a lucky citizen. Because the…

Read More →
A senior couple smiling while looking at a tablet on a sunlit porch.

9 States That Still Tax Social Security – and One Dropping the Tax in 2026

Discover the 9 states that still tax Social Security benefits in 2026 and the one…

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 →
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 →
part-time jobs for retirees

10 Great Part-Time Jobs For Retirees

4. Seasonal Retail Associate The definitive part-time job – most stores on a regular basis…

Read More →
Savings

10 Huge Mistakes That Will Drain Your Savings

A man examines a financial app on his smartphone, illustrating the need to monitor spending…

Read More →
save money on healthcare

Could You Qualify For the New $25,000 Health Care Tax Deduction Coming in 2026?

How This Differs from Affordable Care Act Subsidies One of the most important aspects of…

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 →
Trump second term tariffs

5 Shocking Ways a Trump Second Term Could Impact Baby Boomer’s Finances

A thoughtful man gazes over his suburban neighborhood at dusk, contemplating how the next election…

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.