Do I Have Enough to Retire Comfortably? A Comprehensive Guide for Pre-Retirees

June 13, 2025

By Daniel Masuda Lehrman, CFP®, CSLP®

Do you ever find yourself lying awake at night, wondering whether you have done enough to secure a comfortable retirement? The truth is, you are not alone in feeling this way. Many pre-retirees find themselves confronted with the daunting question: "Do I have enough to retire comfortably?" As you approach retirement, this question can become increasingly pressing, particularly with the uncertainties in today's economic climate. Understanding your financial readiness for retirement is essential, especially for those of you in the 55 to 65 age range, with liquid net worths ranging from $500,000 to $4 million. As a fee-only financial planner in Hawaii, I have witnessed time and again how crucial it is to address these concerns before making the leap into retirement. This article aims to provide you with actionable insights and clarity on how to assess whether you are on track for a comfortable retirement, reducing risks, generating income, and planning for a secure future. Let’s face it: retirement is a major life transition, and it comes with its own set of challenges. Many of you might be asking: How do I ensure that I have enough savings? How can I reduce risks and still generate the income I need? How can I manage my withdrawals in a tax-efficient way? These questions are not just financial queries; they are deeply personal and often tied to your dreams and aspirations for the golden years ahead. As you read through this article, I invite you to reflect on your unique situation and consider how the insights shared here might apply to your retirement planning. To begin with, let’s explore the concept of having enough saved for retirement. It’s not just about hitting a magic number. It’s about understanding your lifestyle needs, your projected expenses, and the potential income streams available to you. A common rule of thumb suggests that you will need approximately 70% to 80% of your pre-retirement income to maintain your lifestyle during retirement. However, this percentage can vary greatly based on individual circumstances, such as healthcare needs, travel aspirations, and housing costs. As you enter retirement, it’s crucial to have a personalized financial plan in place. This plan should not only consider your savings but also your expected lifestyle in retirement. For instance, if you envision traveling extensively or pursuing new hobbies, you may need to adjust your savings goals accordingly. On the other hand, if you plan to downsize your home or live more conservatively, your savings might stretch further than expected. One of the key factors in ensuring a comfortable retirement is understanding how to generate sustainable income from your investments. Many pre-retirees worry about the risks associated with market fluctuations and how these could impact their retirement income. It is vital to strike a balance between growth and security. Investing in a diversified portfolio can help mitigate risks while still allowing for growth potential. Consider implementing a strategy that includes a mix of stocks, bonds, and perhaps even alternative investments. This diversified approach can provide a buffer against market volatility, ensuring that you have a steady income stream, regardless of market conditions. Additionally, exploring income-generating investments, such as dividend-paying stocks or real estate investment trusts (REITs), can be an effective way to bolster your income in retirement. Another important consideration is the timing of your withdrawals. Many pre-retirees are unaware of how their withdrawal strategy can significantly affect their long-term financial health. It’s essential to establish a withdrawal strategy that minimizes taxes and prolongs the longevity of your savings. For instance, withdrawing from tax-deferred accounts, such as traditional IRAs, before you are required to take distributions can help you manage your tax bracket effectively. Conversely, holding off on withdrawals from Roth IRAs can allow your investments to grow tax-free for a longer period. One frequently asked question is whether to take a lump sum or an annuity from your pension. This decision can have profound implications on your retirement income. A lump sum can provide you with immediate access to a large amount of cash, but it also places the responsibility of managing that money squarely on your shoulders. Alternatively, an annuity can provide guaranteed income for the rest of your life, but it may not offer the same level of flexibility. The best choice often depends on your personal financial situation and risk tolerance, which is why consulting with a fee-only financial planner can be invaluable. Now, let’s turn our attention to the topic of taxes. Many pre-retirees are uncertain about how to minimize taxes on their withdrawals. Tax-efficient withdrawal strategies can significantly enhance your retirement income. One effective method is to utilize a tax-efficient sequence of withdrawals. This means carefully selecting which accounts to draw from first, considering the tax implications of each. For example, you might choose to withdraw from taxable accounts first, allowing your tax-deferred accounts to continue growing. As you navigate these complexities, it’s also essential to consider the possibility of a market downturn. Many of you may worry about the impact of a market crash just before retirement. This concern is valid, but there are ways to protect your assets. Establishing a cash reserve can provide a safety net during turbulent times, allowing you to avoid withdrawing from your investments when the market is down. Additionally, consider employing a strategy known as “bucketing” for your investments. This involves dividing your portfolio into different buckets based on when you will need the money. Short-term needs can be met with safer, more liquid investments, while long-term buckets can be invested for growth. This approach can help preserve your assets and provide peace of mind during volatile market conditions. Another significant aspect of retirement planning is considering long-term care. As you age, the possibility of needing assistance with daily activities increases. It’s essential to plan for these potential expenses, as they can significantly impact your retirement savings. Long-term care insurance can be a valuable tool to mitigate these risks. Additionally, it’s wise to have conversations with your family about your wishes regarding long-term care, ensuring that everyone is on the same page. In summary, preparing for a comfortable retirement involves more than just accumulating wealth; it requires a thoughtful approach to managing risks, generating income, and minimizing taxes. As you navigate this journey, remember that you are not alone. Many people share your concerns, and there are strategies available to help you achieve your retirement goals. It’s essential to take the time to assess your individual situation and create a plan tailored to your unique needs. As you think about your retirement plans, consider how you might implement some of the strategies discussed here. Whether you are questioning if you have enough saved, how to generate income, or how to prepare for potential risks, there are answers and solutions available to you. Remember, the journey to a successful retirement is a marathon, not a sprint. Are you planning to retire within the next five years? Or perhaps you find yourself weighing the options between a lump sum and an annuity? Whatever your situation may be, I would love to hear your thoughts and questions. Let’s navigate this journey together, ensuring that you feel confident and prepared as you approach this exciting new chapter of your life.
About Daniel Masuda Lehrman

I am a Fee-Only Fiduciary and Founder of Masuda Lehrman Wealth LLC. Prior to starting my own firm, I was a Vice President Financial Consultant at Charles Schwab in their Downtown Honolulu office. I have worked in financial planning for 10 years at Vanguard, Fidelity, and Schwab. I'm a CERTIFIED FINANCIAL PLANNER™ professional (CFP®) and Certified Student Loan Professional with an Economics degree from the University of Michigan.

Schedule a meeting