Retired in USA

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

  • Senior couple sitting at a wooden kitchen table reviewing paper receipts, bank statements, and store reward cards. 9 Store Membership Tiers That Are Rarely Worth the Upgrade
  • Senior couple sitting at a wooden table reviewing Social Security and Medicare documents beside a budget notepad. 10 Things Nobody Explains About Medicare's Late Enrollment Penalty
  • An older man sits at a dining table with a laptop, ledger, and banking statements from multiple financial institutions. 8 Reasons Retirees Are Splitting Their Savings Across More Banks
  • A senior man sits at a wooden table reviewing financial papers with a calculator, eyeglasses, and coffee mug nearby. 9 Things That Happen to Debt When You Retire With It
  • A woman reviews Medicare Advantage comparison guides and plan documents at a wooden table with a coffee cup. 10 Things Nobody Explains About Medicare Advantage Switching
  • Mature couple reviewing retirement portfolio charts and taking notes at a sunlit wooden kitchen table with a laptop. 8 Reasons Retirees Are Rethinking the 4% Withdrawal Rule
  • An older woman in an apron waters potted plants on a sunny front porch with a small dog lying beside her. 12 States Where a Modest Pension Still Goes a Long Way
  • Older couple relaxing in wooden chairs on a porch with coffee mugs and a newspaper on a rustic wooden table. 12 Places Where Property Taxes Are Basically Nonexistent for Retirees
  • An older couple holding mugs on a wooden balcony overlooking a misty valley town and distant mountains at sunrise. 11 Places Retirees Keep Naming as Their Biggest Surprise Favorite
  • Mature woman sitting at a sunlit wooden table reviewing paperwork, with eyeglasses, a pen, and a steaming mug nearby. 15 Financial Challenges Widowed Spouses Often Don't See Coming

Newsletter

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

Related Articles

Horizontal bar chart showing the monthly Social Security gap between men receiving $2,198 and women receiving $1,760, illustrating a $438 de

Women Receive Smaller Social Security Benefits Than Men ($438 Less) – and the Gap Could Grow

Learn why the $438 monthly Social Security gender gap exists, how 2032 cuts could impact…

Read More →
A New Yorker-style editorial illustration of a retired couple on a split bench, balanced between heavy savings and floating travel balloons.

What Retired Couples Fight About Most Financially – and What It Costs Them

Discover the most common financial arguments retired couples face, from Social Security timing to supporting…

Read More →
Senior Housing, everyday bill

Watch Out: 8 Everyday Bills That Lead to Financial Strain

A woman thoughtfully reviews a stack of bills with a calculator, carefully managing the impact…

Read More →
tax

5 Tax Records Seniors Should NEVER Throw Out

4. Home-related documents Owning a home is a big deal for everyone and is also…

Read More →
social security changes

5 Social Security Changes Coming In 2026

Full retirement age in 2026 Unfortunately, this year you will have to wait a little…

Read More →
social security numbers, downside

When Will Your Social Security Checks Arrive? (What Beneficiaries Should Know)

How COLA Is Calculated The SSA bases COLA increases on inflation data from the Consumer…

Read More →
A mature couple sits at a wooden table reviewing tax documents with coffee mugs nearby.

How to Avoid Major Retirement Tax Mistakes in Your 60s

Discover how to avoid costly retirement tax mistakes in your 60s, including Medicare IRMAA surcharges,…

Read More →
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

Discover eight flexible part-time jobs for retirees that offer supplemental income on your own schedule,…

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 →
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

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

Categories

  • Enjoying Retirement
  • Personal Finance
  • Saving & Spending

© 2026 Retired in USA. All rights reserved.