20 Questions You Need To Ask Yourself Before Retiring

With rising living costs across California, it's crucial to ask the right questions and make informed decisions to ensure your nest egg is fully prepared. From setting retirement goals and calculating expenses to managing investments and healthcare plans, this guide covers the essential steps to help you retire with confidence.

SAN FRANCISCO, CA. You've worked hard to build your nest egg and with retirement in view, you’re making plans to enjoy more of California in your older years. You’ll have more time to enjoy life with family and friends. But what can you do now to prepare your financial affairs and enjoy the next chapter with peace of mind?

Retirement is a significant milestone in life. It requires careful planning and consideration. As you approach this new stage of your life, asking yourself the right questions can ensure your financial well-being and financial security. 

Living costs across California are continuing to rise. But retirement planning isn’t just about saving money; it’s about making informed decisions to shape your future and ensure your nest egg’s full potential is realized.

To help you navigate and prepare this important stage of life, we’ve compiled a list of 20 questions to consider before you retire.

  1. What are my retirement goals?

Before you retire, it’s crucial to clearly understand what you want to achieve during your retirement years. Whether you’re content with living frugally and enjoying your retirement at home in California, or traveling the world, pursuing hobbies and spending time with family and friends, your financial goals will be different. 

Knowing your goals now will guide your financial planning. Based on your income, savings and on what you feel comfortable living off each year, calculating your retirement savings will help you plan ahead.

  1. How much money will I need in retirement?

Calculating your retirement expenses is key to determining how much money you’ll need to save. To estimate your retirement budget, consider factors such as basic living costs, housing, healthcare, lifestyle choices such as travel and leisure activities, and unexpected costs such as medical emergencies. Don’t forget to take into account inflation. 

Fidelity recommends having 12 times your income saved at age 67, which is the normal Social Security retirement age. 

  1. Have I maximized my retirement savings?

Take advantage of retirement savings accounts such as 401(k)s, IRAs, and Roth IRAs to save as much as possible. 

Start early to benefit from compound interest. Contribute consistently and use catch-up contributions if you're over 50. Automate your savings with regular transfers and increase your contributions annually. It’s never too early to start saving.

If you're unsure how to make the most of your savings, email us or fill out your contact information below.

We’ll ensure our approved partners get in touch and offer expert guidance tailored to your situation. 

  1. Am I taking advantage of employer-matching contributions?

If your employer offers a matching contribution to your retirement account, ensure you contribute enough to receive the full match. It’s essentially free money that can boost your retirement savings.

  1. Do I have a diversified investment portfolio?

Diversification is key to managing risk in your investment portfolio

Spread your investments across various asset classes, such as stocks, bonds, and real estate, to mitigate risk and maximize returns. 

Of course, the asset investment strategy you follow depends on what stage of life you are at and your appetite for risk versus return.  

  1. What is my risk tolerance? 

Consider your risk tolerance when determining your investment strategy. While stocks offer the potential for high returns, they also come with higher risk. Evaluate your comfort level with market fluctuations and adjust your portfolio accordingly. 

All investments involve taking on risk. Whether you’re investing in stocks, bonds or mutual funds, it’s key to fully understand the risk associated and that you could lose some or all of your money in any one investment.

The thought of losing a portion of or all of your retirement nest egg can be too much to think about. Investing based on your life stage can reduce risk. 

Perhaps you feel comfortable negotiating the right investment for you, perhaps you would benefit from some guidance.

  1. Do I have a plan for healthcare expenses in retirement?

Healthcare costs can be a significant expense in retirement. According to the 2022 Fidelity Retiree Health Care Cost Estimate, cited on CNBC earlier this year, the average retired couple at age 65 can expect to spend around $315,000 on health care expenses in retirement. That’s a staggering amount, and if you have underlying health conditions, of course, that fee could be much higher. 

But asking yourself this question now can ensure your healthcare expenses don’t become an obstacle to enjoying California life in your retirement.  

Investigate your options for Medicare, supplemental insurance, and long-term care coverage to ensure you’re adequately prepared for medical expenses. Then if the need arises for medical attention, your healthcare plan will work for you. 

  1. Have I paid off high-interest debt?

Entering retirement with the burden of high-interest debt on your shoulders is far from ideal. According to the CRS, “From 1992 to 2019, the share of aged households with debt increased from 43.0% to 62.1%, and the median amount of debt among aged households with debt rose from $7,294 to $34,000 (in 2019 dollars).” 

Make it a priority to pay off high-interest debt such as credit cards and personal loans before you retire. Eliminating debt will free up more of your income to ensure your retirement is comfortable, accounting for your living expenses and downtime. 

Having to worry about debt repayments during retirement will diminish your enjoyment of life, which would be unfortunate.

  1. Do I have a budget for retirement?

Again, consider factors such as basic living costs, housing, lifestyle choices and healthcare. Of course, the money you will need will differ depending on where you live in California, if you want to continue living in the same home or would consider downsizing, and the level of comfort you expect.  

Creating a realistic budget for retirement is key. This will help you manage your expenses and ensure your savings last throughout your retirement. Track your income and expenses carefully now to stay on track and prepare by living off your projected retirement budget. 

  1. Have I considered the tax implications of retirement?

Understand how taxes will impact your retirement income, including withdrawals from retirement accounts and Social Security benefits. Consult a financial professional to explore strategies to minimize taxes in retirement, such as Roth conversions and tax-efficient investment withdrawals. 

  1. What will I do with my 401(k) when I retire?

Avoid leaving your 401(k) with an old employer. Kerry Hannon, Senior Columnist at Yahoo! Finance says, “kicking the decision [of what happens with your old 401(k)] down the road can set you up for a fiscal pitfall. Think of it as retirement lost.”

Consider rolling it over into an IRA or your new employer’s retirement plan to maintain control over your savings and potentially access better investment options.

According to the Bureau of Labor Statistics, “On average, men held 12.8 jobs and women held 12.5 jobs.” So you may already have rolled over your 401(k).  

  1. Do I have a plan for generating retirement income?

Explore different sources of retirement income including Social Security, pensions, annuities, and investment withdrawals. Having multiple income streams can provide stability and flexibility in retirement.

  1. Have I thought about the impact of inflation on my retirement savings?

Inflation erodes the purchasing power of your savings over time. Factor inflation into your retirement planning to ensure your income keeps pace with rising prices. A general estimate is a 2-3% annual inflation rate.

  1. Have I considered the potential need for long-term care?

Long-term care expenses can quickly deplete your retirement savings, making long-term care insurance a crucial part of financial planning for retirement. This insurance is particularly important if you anticipate needing assistance with daily activities as you age. 

By investigating long-term care insurance options, you can protect yourself against the high costs of nursing home care or in-home assistance, ensuring your savings are preserved.

  1. What will my Social Security strategy be?

Understand the rules and options for claiming Social Security benefits. Consider factors such as your age, health, and financial needs when deciding when to start receiving benefits.

  1. Have I planned for unexpected expenses in retirement?

Build an emergency fund to cover unexpected expenses such as home repairs, medical bills, or car maintenance. Having a financial cushion will help you weather unexpected financial challenges in retirement.

  1. How will I manage my estate and legacy?

Review and update your estate plan regularly to ensure your assets are distributed according to your wishes. 

Your plan should include a will, power of attorney, and healthcare directive, and consider setting up trusts to protect assets and minimize taxes. 

Make sure to update beneficiary designations on retirement accounts and life insurance policies. Clearly communicate your wishes to your heirs to prevent conflicts, protect your legacy, and provide for your loved ones.

  1. Have I considered downsizing or relocating in retirement?

Downsizing your home or relocating to a more affordable area can help reduce living expenses and free up equity for retirement income. Evaluate your housing options and consider how they fit into your overall retirement plan.

  1. What will my retirement lifestyle look like?

Envision your ideal retirement lifestyle and consider how it aligns with your financial resources. Whether you plan to travel, volunteer, or pursue hobbies, make sure your retirement plan supports your desired lifestyle.

  1. What opportunities are available for self-employed individuals in their 50s?

Retirement planning for self-employed individuals presents unique challenges and opportunities. Explore retirement savings options such as SEP-IRAs, Solo 401(k)s, and SIMPLE IRAs to maximize your retirement savings potential.

In conclusion, retirement planning is a journey that requires careful consideration and proactive decision-making. 

By asking yourself these 20 questions now and taking steps to address them, you can better prepare for a secure and fulfilling retirement. 

Remember, retirement is not just about reaching a certain age; it’s about achieving financial freedom and enjoying the fruits of your labor. Start planning today to ensure a brighter tomorrow.

For expert guidance and personalized retirement planning assistance, fill in the contact form or send us an email at hello@wearenestegg.com

Our team of experienced professionals is here to help you navigate the complexities of retirement planning and create a roadmap for your financial future. 

Don’t leave your retirement to chance—let us help you make the most of your golden years by maximizing the growth of your nest egg now.

Disclaimer: NestEgg provides guidance to empower your financial journey but does not constitute financial advice. For personalized financial decisions, please consult a qualified financial planner or advisor. NestEgg strives to ensure the accuracy of our content, but information may differ from what you find on financial institutions' websites or product pages. All financial products and services are presented without warranty.

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