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 man in his 60s plans his morning at a sunlit kitchen table, capturing the freedom of a modern retirement routine. How Retirees Are Reinventing Their Daily Routines in 2026
  • A man in his 60s looks out a window at sunrise, reflecting on his future in a peaceful, sunlit room. 8 Signs You're Emotionally Ready to Retire
  • A man in his 60s working on a laptop at his kitchen table in the morning sun, blending retirement leisure with focused work. Why So Many Retirees Return to Work—and What It Means for You
  • A man in a navy sweater looks at a retirement spreadsheet and travel brochures at his kitchen table in soft morning light. 10 Things No One Tells You About the First Year of Retirement
  • A retiree sitting at his kitchen table in the afternoon sun, reviewing financial documents and a calculator. 7 Hidden Costs of Retirement Most Americans Don’t Expect
  • 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

Newsletter

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

Related Articles

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 →

Need Extra CASH? 7 Easy Ideas for Seniors

A happy senior man enjoys a sunny garden walk, discovering how easy it is to…

Read More →
is pension taxable income

“Is Pension Taxable Income” and Other Retirement Tax Questions From Retirees

As you transition into retirement, understanding how your income will be taxed is crucial for…

Read More →
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

HSAs offer triple tax benefits, but hidden costs can derail your savings. Learn about the…

Read More →

Your Complete Retirement Income Plan: A Step-by-Step Guide for Seniors

A senior couple walks hand-in-hand across a wooden bridge, symbolizing the transition to a secure…

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 →
ss payment

Your $914 Social Security Payment Will Arrive This Late!

Social Security offers a guaranteed and progressive benefit that’s always upgraded with increases in the…

Read More →
Roth IRA, reduce

6 Ways to Max Out Your Roth IRA in 2023

There is a maximum amount of money you can put into a Roth IRA account,…

Read More →
Military Retirees

Military Retirees: These 8 States Will Tax You Poorly

Maybe you’re preparing for your upcoming retirement or just want to get a better idea…

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.