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 retired couple walking in a coastal park at sunset. 12 US Cities Where You Can Retire for $2K a Month and Enjoy All 4 Seasons
  • Tax Cut state New $6,000 Senior Tax Deduction: How Much You Could Save in 2025–2028
  • Tax Refund New Court Ruling Could Mean IRS Refunds for Pandemic Tax Penalties (2020–2023)
  • A contemplative retiree sitting on a porch during sunrise, reflecting on his new life stage. Mental Health in Retirement: Why Depression Spikes After Leaving Work (and How to Fight It)
  • A happy senior couple enjoying the view from their new modern apartment balcony at sunset. How to Downsize Smartly: Selling the Family Home and What to Do With the Money
  • A healthy senior couple walking outdoors on a sunny day, representing vitality and retirement wellness. GLP-1 Weight Loss Drugs (Ozempic, Wegovy) for Seniors: Benefits and Risks
  • An active senior couple walking through a modern, sunlit retirement community clubhouse. Best Senior Living Communities in America: What to Look For in 2027
  • A senior couple looking at a tablet in a bright living room, symbolizing retirement planning clarity. The SECURE Act 2.0 Explained: How New Retirement Rules Affect Seniors
  • An active senior woman wearing a stylish smartwatch in a sunny garden. Best Wearable Health Devices for Seniors: Beyond the Apple Watch
  • A senior woman looking calmly at her smartphone in a bright, modern living room. How Seniors Can Protect Themselves From the Latest AI-Powered Scams

Newsletter

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

Related Articles

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 →
veteran

How to Find The Perfect Side Gig as a Veteran

Being a veteran is not always easy, especially when it’s time for retirement and you…

Read More →
taxes

Are Trump’s $2,000 Stimulus Payments Coming in 2026?

Is There Enough Tariff Revenue to Pay Everyone? This is where optimism meets economic reality.…

Read More →
Social Security changes coming in 2024

IRS to Stop Mailing Checks: What Every American Needs to Do Before It’s Too Late

Who Could Be Most Affected? While many taxpayers already use electronic payments, certain groups still…

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 happy retired couple looking at a tablet in a bright, modern kitchen, representing Medicare financial planning.

18 Medicare Benefits That Won’t Cost You a Dime

Did you know Medicare covers 18 preventive services for free? Save on your $283 deductible…

Read More →
A retired couple walking happily on a beach at sunset, representing financial security.

8 Social Security Terms Every Retiree Must Understand

Confused by Social Security jargon? Master these 8 essential terms—including FRA, COLA, and Provisional Income—to…

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 →
A happy senior couple enjoying the view from their new modern apartment balcony at sunset.

How to Downsize Smartly: Selling the Family Home and What to Do With the Money

Learn smart strategies for downsizing your home in retirement, navigating capital gains taxes, and investing…

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.