Your 10-Year Retirement Planning Checklist

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Your 10-Year Retirement Planning Checklist

Retirement Planning

October 28, 2025

After years of hard work, retirement is meant to be a change of pace without financial worry and with lots of time for passions, hobbies, friends and family.

But reaching that point takes diligent and ongoing planning. If you’re wondering, “Am I really on track for retirement?” you’re not alone. Many people feel uncertain after hearing advice from friends, colleagues, or the internet, and trying to manage accounts across multiple platforms.

With retirement potentially lasting 20 to 30 years and unpredictable factors like healthcare costs or family needs, the decade leading up to retirement is critical. The good news is that if you follow a general checklist of top items, you’ll have the chance to strengthen your financial plan and increase confidence about the future.

Whether you’ve done little planning or already feel well-prepared, the 10-year mark is the perfect time to reassess. Ask yourself specific questions, review your strategies, consider your plans in retirement and make adjustments now to ensure a smoother transition into retirement.

Here are 10 important questions to ask yourself:

1. What will my day-to-day life look like in retirement?

Where you plan to live and how you spend your time directly impact retirement expenses. Moving to a new city or community will likely create more costs than staying put.

Consider whether you plan to take up activities like golf and travel, or plan to focus on volunteering and home-based activities, to estimate what your ideal lifestyle will cost. It’s a good idea to jot down your ideal day and week on paper to have a solid picture of monthly expenses. ‍

2. How should I adjust my investment allocation before retirement?

As retirement nears, balancing growth and stability is key. Your first instinct may be to reduce risk by selling stocks and allocating funds to bonds. Stock growth may still be a good option near and in retirement.

Ensuring a diversified mix of stocks, bonds, and mutual funds that match your risk tolerance and liquidity needs can protect your portfolio. Weigh the risk of losses with the risk of not having enough money to determine what’s right for you.

3. Do I have old 401(k) accounts at previous employers?

Track down any old 401(k)s with old employers and consolidate past 401(k)s into a single IRA account. Consolidation provides a clearer picture of your investments and total risk and makes management easier. Those over age 50 can take advantage of catch-up contributions.

As of 2025, those aged 60 to 63 may take advantage of the “super catch-up” which is a contribution of $11,250 to certain retirement plans.

4. How can I ensure that I have more cash in retirement?

Set a budget for necessary and discretionary spending and save the rest to build your cash cushion. Create a plan to pay off college loans, debt and/or medical bills before retirement. Consider a plan to pay off your mortgage so that the loan is paid before you retire.

You may also opt to pay cash for purchases going forward to limit credit card debt and reduce financial stress.

5. What is the best withdrawal strategy for retirement income?

A common guideline for withdrawals in retirement is the “4 percent rule” per year, but you’ll need to consider your actual spending needs and your income sources. At age 59½, you can take withdrawals from IRA without penalty, though tax implications will still apply.

With multiple accounts that have different tax consequences, it would be best to consult a tax professional to create a strategy that is tailored to you.

6. How do I plan for healthcare and long-term care costs?

Research your options before age 65 when Medicare begins. Factor in premiums, supplemental insurance, prescription costs and possible long-term care expenses. Maximize a Health Savings Account (HSA) if available.

If you also support aging parents or children, consider including their care costs in your plan. It is also a good idea to account for any known health concerns to estimate costs in retirement.

7. Which estate planning documents do I need for retirement?

At minimum, create a will, power of attorney and healthcare directive. Make sure to keep beneficiaries updated on all accounts. For more complex needs, create a trust. Clear documents ensure your wishes are carried out and avoid confusion for your family.

Determining who will make important financial and medical decisions, and what will happen to your financial assets and to your home, are part of an estate plan.

8. What insurance coverage do I need for retirement?

Insurance should protect against major unexpected expenses that could erode savings. Medicare Parts A–D cover much, but not everything. Purchasing supplemental insurance or long-term care insurance to cover expenses such as home health aides may be a good idea.

You may also want to consider additional insurance for dental, vision and hearing needs. If your family relies on your income, then life insurance may be appropriate.

9. How can I minimize taxes in retirement?

Plan tax-efficient withdrawals by coordinating across taxable, tax-deferred and Roth accounts. Required Minimum Distributions (RMDs) can create higher tax bills. So balancing how you withdraw assets from all accounts to create your cash flow is necessary and can be tricky.

‍To ensure a holistic strategy, seek the advice of a tax advisor to help you customize your approach.

10. How can I maximize my Social Security benefits?

Social Security benefits can be claimed as early as age 62, though the monthly amount is permanently reduced. Full benefits are available at your full retirement age, which is 66 or 67, depending on your birth year.

If you delay taking benefits beyond full retirement age, your benefit grows by about 8 percent each year, up to age 70.

**Bonus question: Am I really ready financially and emotionally for retirement?**

Retirement isn’t just about money management. It is a major lifestyle shift. Proper planning requires clear picture of income from all sources, including retirement and savings accounts, Social Security, investment accounts and pensions.

Even if you’ve covered all of the checklist items, navigating financial planning into retirement is complex. It is a good idea to seek the guidance of a financial advisor to review your plan and suggest strategies that could positively impact on your retirement.

At Bayntree Wealth Advisors, we help people create retirement plans that balance lifestyle goals with financial security. If you’d like to explore your personal retirement readiness, click here to schedule a call with our team.

Be sure to download your free Retirement Readiness Checklist here.

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Bayntree Wealth Advisors is based in Phoenix, Arizona and provides comprehensive financial planning and wealth management. The Bayntree team specializes in all aspects of financial health, including retirement planning, risk management, investment advice, tax strategies, estate planning, and insurance. Bayntree does not provide specific legal or tax advice. Please consult with your tax advisor or legal professional for guidance with your individual situation.

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