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

  • An older woman stands thoughtfully on her porch on a crisp autumn morning, holding a warm mug. The Exact Number of Americans Who Retire Each Day — And What It Means
  • A retired woman smiles warmly at her kitchen table while holding a mug next to her financial planning papers. The SS Benefits Most Divorced Retirees Forget They're Entitled To
  • An older woman sits at her sunlit kitchen table, looking at a financial letter with a relieved expression. State Pension Supplement Programs You May Not Know Exist
  • A retired couple hiking a mountain trail with snow-capped peaks in the background during golden hour. The Fastest-Growing Retirement Towns in the Mountain West
  • An older woman in a cozy cream cardigan sits by a window with a warm mug, looking thoughtfully out at her morning garden. Social Security Survivor Benefits: What Every Retiree Should Know
  • A retired couple walks along a scenic coastal path on a misty morning with a shingle-style cottage and sailboats in the background. 50 East Coast Towns Retirees Are Flocking To, According to the Latest Data
  • An elderly couple sits at a wooden kitchen table, looking over papers with hope in a warm, sunlit, cozy kitchen. Living on Social Security Alone? You May Be Eligible for These 10 Valuable Benefits
  • 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
  • An elegant ink and watercolor illustration of a split path representing different retirement saving options under new policy rules. Who Really Stands to Gain From Trump’s New 401(k) Proposal - and Who Could Be Left Out
  • 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

Newsletter

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

Related Articles

funeral expenses

Funeral Expenses: 5 Best Ways to Lower Them

3. Always do the research and compare prices. In the moment, you may be overcome…

Read More →
retirement gigs

Do Retirement Gigs Increase Your Social Security Benefits?

Retirement gigs can reduce your early Social Security benefits If you apply for Social Security…

Read More →
scams data

Seniors, Read This: 9 Ways to Protect Personal Data Online

How to spot online scams Let’s talk about the most common online senior fraud scams:…

Read More →
Social Security changes coming in 2024 retirement, seniors living on Social Security

Inflation Impacts Seniors Living on Social Security: 7 Shocking Ways to Watch

An elderly man reviews his mail and planner at the kitchen table, staying organized to…

Read More →
A mature couple looking at a tablet together in a bright, modern home, representing financial peace.

2026 Roth IRA Limits: What Savers Need to Know

The 2026 Roth IRA contribution limit is now $7,500 ($8,600 for age 50+). See the…

Read More →
A retired woman smiles warmly at her kitchen table while holding a mug next to her financial planning papers.

The SS Benefits Most Divorced Retirees Forget They’re Entitled To

Discover exactly how to claim Social Security divorced spouse benefits in 2026 to maximize your…

Read More →
side jobs for seniors

12 GOOD Side Jobs for Seniors Living in a Small Town

Local photography Rural areas offer probably the best and most diverse settings for photographs. You…

Read More →
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

Discover how the 2026 Social Security COLA increase impacts your retirement budget, including crucial offsets…

Read More →
A confident retiree working on a tablet in a bright, modern home office during the morning.

Best Jobs for Retirees in 2026

Explore the best flexible and high-paying jobs for retirees in 2026. Get current data on…

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.