What is the best month to retire in 2025 for retirees?

Asked by: Ariel Raynor  |  Last update: June 19, 2026
Score: 4.9/5 (30 votes)

There's no single "best" month to retire in 2025, as it depends on your personal finances, benefits, and goals, but December often offers advantages for tax planning and maximizing yearly benefits (like 401k matches and vacation payout), while retiring mid-year (like May/June) can lower your taxable income for a Roth IRA conversion, and timing with your birthday or age milestones (like Full Retirement Age or 70 for max SS) is crucial for Social Security.

What is the best month to retire in 2025?

Best Dates to Retire in 2025

  • Friday, May 31. Retirement date: June 1. Annuity payments begin, July 1.
  • Saturday, June 28. Retirement date: July 1. Annuity payments begin: August 1.
  • Saturday, November 29. Retirement date: December 1. Annuity payments begin: January 1, 2026.
  • Wednesday, December 31. Retirement date: January 1, 2026.

What month is the best time to retire?

If you don't have enough money in cash to make it through the first months of retirement and would need to start taking withdrawals from your retirement accounts immediately, you may want to consider retiring near the end of the year or the beginning of the year.

What is a good monthly retirement income in 2025?

The median retirement income, which is typically a better indicator of what the average retiree has saved, is closer to $47,000 annually, or around $3,900 per month, however. For married couples, the numbers are higher, with average retirement income around $100,000 annually, or about $8,300 per month.

Why is 2025 a great year to retire?

Stock market gains: In recent years, stock market gains have boosted retirement portfolios. Retiring and changing the allocation to be more conservative may preserve gains. Increased Social Security benefit: In 2025, the cost-of-living allowance for all Social Security recipients increased by 2.5%.

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What is the magic number for retirement in 2025?

MILWAUKEE, April 14, 2025 /PRNewswire/ -- Americans' "magic number" to retire comfortably in 2025 is $1.26 million, $200K less than the $1.46 million reported last year and nearly flat with 2022 and 2023 estimates.

What are the biggest mistakes people make in retirement?

The top ten financial mistakes most people make after retirement are:

  • 1) Not Changing Lifestyle After Retirement. ...
  • 2) Failing to Move to More Conservative Investments. ...
  • 3) Applying for Social Security Too Early. ...
  • 4) Spending Too Much Money Too Soon. ...
  • 5) Failure To Be Aware Of Frauds and Scams. ...
  • 6) Cashing Out Pension Too Soon.

How much does the average retired person live on per month?

The average retiree's monthly expenses in the U.S. hover around $4,600 to $5,400, with younger retirees (65-74) spending more, often over $5,000 monthly, while those 75+ spend closer to $4,400 as transportation and entertainment costs decrease, though healthcare costs can rise, with housing, transportation, healthcare, and food being the biggest categories. 

What is the retirement advice for 2025?

While a common guideline is to aim for a retirement savings amount equal to 25 times your annual expenses, the actual figure will depend on your unique circumstances and needs. In 2025, financial experts generally recommend having a retirement fund that can replace 70-90% of your pre-retirement income.

Is it better to retire at the beginning or the end of the month?

It's generally better to retire at the end of the month to avoid gaps in pay and ensure your pension or annuity starts on the first day of the next month, maximizing your final salary and benefits; retiring mid-month can cut off pay and delay your first benefit check, creating a financial void, though specific employer rules (like federal systems) and personal tax situations (like Roth conversions) can create exceptions, making professional advice crucial. 

What is the best month of the year to retire for tax purposes?

For instance, retiring in March after earning just a portion of your annual salary may place you in a lower tax bracket that year, allowing for beneficial Roth conversions. Imagine contributing the full $30,000 (if you're over 50) to your 401(k) and converting some traditional IRA funds to Roth status.

Will retirees get an increase in 2025?

The 2.8 percent cost-of-living adjustment (COLA) will begin with benefits payable to nearly 71 million Social Security beneficiaries in January 2026. Increased payments to nearly 7.5 million SSI recipients will begin on December 31, 2025. (Note: Some people receive both Social Security and SSI benefits.)

How do I pick my retirement date?

The traditional retirement age in the U.S. is typically considered 65 (67 for younger generations), but many people choose to retire before or after this age. Knowing your retirement readiness is a personal decision that hinges on both financial and non-financial factors.

How long does the average person live after they retire?

If you've made it to retirement, or 65 years old, you're likely to live past 77—all the way to 84 for men and 86 for women. And fifty percent of people will live longer than that. We're living longer and longer, even if many of us don't realize it.

What is the number one regret of retirees?

The #1 regret of retirees is not saving enough money, with studies showing a large majority wish they had saved more and started earlier, leading to financial stress and limitations in their desired lifestyle. Other major regrets often center around a lack of planning for time, health, and experiences, such as working too long, putting off travel, or not planning for future healthcare costs, says financial experts and financial planning sources. 

What is the 4 rule for retirees?

The "4% rule" for retirement is a guideline where you withdraw 4% of your savings in the first year, then adjust that dollar amount for inflation annually, aiming to make your money last 30 years with a diversified portfolio (historically 50/50 stocks/bonds). It offers simplicity but has limitations, requiring adjustments for early retirement, longer lifespans, different asset mixes, taxes, and other income sources like Social Security.
 

What are the 3 D's of retirement?

Moynes refers to as the 3 D's: depression, divorce, and cognitive decline. This period can be incredibly challenging as retirees struggle to find a new sense of purpose and direction without the familiar structure of their careers.

What is the best day to retire in 2025?

December 31 is always a great date because it creates a clean start for the following year from a financial perspective and allows for maxing out of annual leave and sick time. These are the best dates for federal employees to retire in 2025: January 11. May 31.

What is the best state to retire in?

Top 5 states for retirees in 2025

  • New Hampshire. The Granite State is the best state to retire in 2025, and it's clear that the state offers a lot to like for future retirees. ...
  • Maine. Maine turned in a fine performance, with strong scores in a number of categories. ...
  • Wyoming. ...
  • Vermont. ...
  • Idaho. ...
  • Louisiana. ...
  • Texas. ...
  • Oklahoma.

What is a comfortable amount to retire with?

A general rule of thumb is to have at least 10 to 12 times your annual income saved by age 67 if you plan to retire at this traditional retirement age. For instance, if you earn $150,000 per year, the retirement savings target would be between $1.5 and $1.8 million.