Retirement Readiness: No-Fluff Checklist

Why This Checklist Matters

Retirement isn’t just about age—it’s about readiness. This no-fluff checklist helps you cut through the noise, focus on what matters, and assess whether you’re truly prepared for life after work.

Whether retirement is 5 years away or right around the corner, this tool is designed to give you clarity, confidence, and control.

Income & Spending

✅ I know how much I spend monthly (needs vs. wants)

✅ I’ve created a post-retirement budget

✅ I’ve estimated my income sources (Social Security, pension, investments, real estate, side hustles)

✅ I’ve run retirement income projections (and stress-tested for market dips)

✅ I have a plan for big one-time expenses (travel, home repairs, gifts)

Healthcare & Insurance

✅ I understand my Medicare options and eligibility

✅ I’ve considered supplemental or Advantage plans

✅ I’ve planned for long-term care (insurance or savings)

✅ I’ve budgeted for out-of-pocket healthcare costs

✅ I’ve reviewed my life and disability insurance needs

Investments & Withdrawals

✅ I know which accounts I’ll withdraw from first (tax-smart strategy)

✅ I’ve chosen or reviewed my withdrawal plan (e.g., 4%, bucket strategy)

✅ I’ve reviewed my asset allocation for retirement

✅ I’ve minimized investment fees where possible

✅ I’ve updated or confirmed my risk tolerance

Estate & Legacy Planning

✅ I have a will and/or trust in place

✅ I’ve updated my beneficiaries on all accounts

✅ I’ve assigned a power of attorney and healthcare proxy

✅ I’ve talked with family or loved ones about my wishes

✅ I’ve considered charitable giving or legacy planning

Emotional & Lifestyle Readiness

✅ I’ve thought about how I want to spend my time in retirement

✅ I have a plan to stay socially and mentally engaged

✅ I’ve discussed retirement expectations with my spouse/partner

✅ I’ve planned for purpose—not just finances

✅ I feel emotionally ready to leave full-time work

Your Retirement Confidence Score

Count your checkmarks:

  • 20–25: You’re nearly ready! Just fine-tune and stay the course.

  • 14–19: On your way, but a few gaps to close.

  • Under 14: It’s time to get a plan in place—and we can help.

Let’s Make It Happen

💼 Want help reviewing your checklist and creating a retirement income plan? Schedule your complimentary Retirement Readiness Session today.

© 2025 InFocus Wealth Strategies and MVP Money Moves are service brands of DeWitt Investment Research & Management, Inc., doing business as DeWitt Capital Management.

Disclaimer: The information provided on this site and its blogs is for educational and informational purposes only. It does not constitute financial, legal, or tax advice. Always consult with a qualified professional for guidance tailored to your individual circumstances. The examples, illustrations, and sample checklists are intended for general reference and are not meant to reflect any individual or family's specific needs or outcomes. They are provided to demonstrate concepts and do not guarantee future results.