Chapter 1
Before

Getting ready 5 min read

Five years before retirement: a little room to prepare

Turn a distant retirement date into a manageable set of conversations about everyday life, income, benefits, and the transition from work.

Five years is a useful planning horizon, not a deadline you have missed. It gives you room to gather facts, try out assumptions, and change course before your last paycheck. Start with the life you want to make possible, then work toward the financial and practical questions behind it.

Start with an ordinary week, not just a retirement date

Describe what you would like an ordinary week to include: time with family, volunteering, part-time work, travel, or simply a slower morning. If you share finances with someone, compare your pictures. Different ideas about work, housing, or helping relatives are easier to discuss while there is still time to adjust.

Then look at actual spending. Separate recurring essentials from flexible spending and occasional large purchases. Include housing upkeep, insurance, transportation, and care for other people. A budget built from your own records is a more useful starting point than a rule of thumb about replacing a percentage of salary.

Put the financial pieces on one page

List what you own, what you owe, and where each account is held. Add current retirement-plan statements, pension information if applicable, and Social Security estimates. Investor.gov recommends taking stock of assets and liabilities alongside income and expenses; these are related views, not interchangeable ones.

Use your personal my Social Security account to review your earnings history and compare benefit estimates. Note any missing information for follow-up. Keep a separate list of uncertainties, such as future employment income or a possible home sale, rather than treating them as money already available.

Map the handoff from employment

Ask your benefits administrator what happens to health coverage, retirement accounts, and other workplace benefits when employment ends. Keep the retirement date, coverage changes, and benefit application decisions as separate items on your calendar. Medicare enrollment depends on your circumstances and existing coverage; use official guidance rather than assuming that leaving work settles everything.

An adviser conversation can explore how spending, cash needs, investment risk, and different retirement dates interact. Ask which assumptions the plan uses and what would need to change if costs rise or markets disappoint. No projection can promise a particular result.

Leave yourself a practical next step

  • Gather one recent statement for each account and record the date of each estimate.
  • Write down your three biggest unknowns and who can answer each one.
  • Choose a time to revisit the picture together, and update it after a meaningful life or work change.

Sources & further reading

Prepared by the Triangle Retirement Guide editorial team. This guide is general education; decisions depend on your circumstances and current rules.