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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 'Your First Year of Retirement: The Transition'.

Your First Year of Retirement: The Transition

Congratulations, you’ve made it! The retirement checklist is complete. But the journey isn’t over; it’s just beginning a new chapter. The first year is a period of adjustment, both emotionally and financially.

Many new retirees find the sudden lack of a daily work routine disorienting. It’s important to have a plan for how you will fill your days. This goes back to the vision you created five years ago. Whether it’s volunteering, traveling, or learning a new skill, having a sense of purpose is key to a happy retirement.

Financially, your first year is a trial run for your budget. Track your spending carefully. You will likely find that some of your estimates were too high and others were too low. Be prepared to make adjustments. The beauty of having a flexible budget with fixed and variable costs is that you can easily dial back on discretionary spending if you need to.

If a market downturn occurs in your first year, stay calm. This is exactly why you built that cash cushion. Use your cash for your living expenses and avoid selling your stock investments. Trust the plan you carefully constructed over the past five years.

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