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

  • 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
  • An older couple shares a tender moment on a sunny porch, representing cognitive health and family support. Dementia Early Warning Signs Doctors Say Seniors Shouldn't Ignore

Newsletter

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

Related Articles

tax-saving strategies

Could a New Billionaire Tax Plan Mean $3,000 for You?

How Much Do Billionaires Actually Pay Now? Under current federal tax law, wealthy individuals are…

Read More →
Tax Cut state

New $6,000 Senior Tax Deduction: How Much You Could Save in 2025–2028

Scenario 3: Higher-Income Retirees For retirees earning around $130,000: Full deduction still applies Taxable income…

Read More →
A mature couple sits together in a bright, modern living room looking at a tablet, planning their retirement strategy.

Social Security Claiming Strategies: When to Take It at 62, 67, or 70

Discover the exact financial impact of claiming Social Security at ages 62, 67, and 70,…

Read More →
housing withdrawing money from your retirement account

The Housing Market Crash of 2025: Experts Verdict

Considering that interest rates are still quite high and the inventory is still quite low,…

Read More →
401(k), security check holiday

Social Security Check: 8 Ways to Live a Comfortable Life Off It Alone

#4 Get rid of debt before retiring One way to ensure that the social security…

Read More →
money million

11 Ways Boomers Waste Money in Retirement

Looking for bargains This is one of the easiest traps you can fall into. With…

Read More →
A relaxed retired couple reviewing their financial plan on a laptop in a bright home office.

How to Avoid the Medicare IRMAA Surcharge (Income-Related Premium)

Learn exactly how the Medicare IRMAA surcharge is calculated, view the 2026 income brackets, and…

Read More →
passive income

10 Amazing Passive Income Ideas For Retirement

Downsizing and Renting Out Your Home As you enter retirement, your current home may start…

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.