Essential Retirement Planning Strategies for Pre-Retirees in Hawaii

May 24, 2025

By Daniel Masuda Lehrman, CFP®, CSLP®

Are you feeling uncertain about whether you have enough to retire comfortably? Many pre-retirees experience this anxiety as they approach one of the most significant transitions in their lives. As a fee-only financial planner in Hawaii, I understand the complexities of retirement planning, especially for those with substantial liquid net worth. In this post, we’ll explore your financial landscape and offer actionable insights tailored to help you navigate retirement with confidence. Retirement can often feel like a daunting leap into the unknown, filled with questions about financial security and lifestyle changes. With the average lifespan extending, ensuring that your retirement savings last can be a source of stress. The concern of whether you have sufficient resources to maintain your desired lifestyle, paired with the unpredictability of markets and potential healthcare costs, can weigh heavily on your mind. However, by addressing these concerns with a strategic approach to retirement planning, you can find peace of mind as you transition into this new phase of your life. This blog post will dive into essential strategies that you can implement to ensure a comfortable retirement. We will discuss how to evaluate your current financial situation, understand your withdrawal strategy, and make informed decisions about your retirement accounts. You will also learn how to manage risks associated with market volatility and unexpected expenses. Let’s explore these topics in depth to equip you with the knowledge you need for a successful retirement. Understanding Your Retirement Needs As you approach retirement, the first step is to assess your current financial situation and understand your future needs. This process involves evaluating your liquid net worth, which ranges from $500K to $4M for many of my clients. One essential question to ask yourself is, "How much do I need to retire comfortably?" The answer will vary based on your lifestyle, healthcare needs, and any other personal circumstances that may arise. To calculate your retirement needs, start by estimating your annual expenses. Be sure to include not only your basic living expenses but also discretionary spending, travel, hobbies, and healthcare costs. A good rule of thumb is to plan for approximately 70% to 80% of your pre-retirement income to maintain your standard of living. Next, consider your sources of income in retirement. This may include Social Security benefits, pensions, investment income, and any other streams of revenue. Understanding how these sources will fit into your budget will help you gauge whether you have enough savings to cover your expenses. If you find that your projected income falls short of your needs, consider strategies to boost your retirement savings or adjust your spending expectations. Creating a Withdrawal Strategy Once you have a clear picture of your financial needs, the next step is developing a withdrawal strategy. This strategy is crucial for ensuring that your retirement savings last throughout your lifetime. One common question I receive is, "How can I minimize taxes on withdrawals?" The answer lies in understanding the different types of accounts you may have and their tax implications. For instance, tax-deferred accounts such as 401(k)s and Traditional IRAs will require you to pay taxes on your withdrawals in retirement. In contrast, Roth IRAs allow for tax-free withdrawals, provided certain conditions are met. Depending on your income needs and tax situation, you may benefit from strategically withdrawing funds from different accounts to minimize your tax burden over time. For example, you might consider withdrawing from your taxable accounts first to allow your tax-advantaged accounts to continue growing, especially in the early years of retirement. Another aspect of your withdrawal strategy should involve assessing your investment allocation. As you near retirement, you may want to shift toward a more conservative allocation to reduce risk. However, this must be balanced with the need for growth to keep pace with inflation. A well-structured investment portfolio can help you generate income while also safeguarding your principal against market volatility. Risk Management in Retirement Facing market fluctuations can cause anxiety for many nearing retirement. You may wonder, "What happens if the market crashes just before I retire?" This is a valid concern, but with proper risk management strategies, you can mitigate the impact of market downturns on your retirement savings. One strategy is to maintain a diversified investment portfolio. Diversification involves spreading your investments across various asset classes, such as stocks, bonds, and real estate. By doing so, you reduce the chance that a decline in one asset class will significantly affect your overall portfolio. Additionally, consider setting aside cash reserves or low-risk investments that can serve as a buffer during market downturns. Another approach to managing risk is to create a dynamic withdrawal strategy. Instead of taking a fixed amount each year, adjust your withdrawals based on market performance. For example, if the market is down, you might consider temporarily reducing your withdrawals to preserve your capital until the market recovers. This flexibility can help ensure that your portfolio lasts longer, despite fluctuations in the market. Planning for Long-Term Care As retirement progresses, one aspect that often gets overlooked is the potential need for long-term care. You might be wondering, "How do I plan for long-term care?" It’s essential to address this issue early in your retirement planning process, as healthcare costs can significantly impact your savings. Long-term care can encompass a range of services, from assistance with daily activities to skilled nursing care. Many individuals underestimate the potential costs associated with long-term care, which can range from thousands to tens of thousands of dollars annually, depending on the level of care needed. Therefore, it’s crucial to factor these potential expenses into your retirement plan. One option for addressing long-term care costs is to purchase long-term care insurance. This type of insurance can help cover the costs of care, relieving some of the financial burden on your savings. Alternatively, you might consider setting aside a dedicated fund specifically for potential long-term care needs. This fund can help provide peace of mind, knowing that you have resources allocated for this often-overlooked aspect of retirement planning. Effective Wealth Transfer For those of you navigating significant inheritances, a critical question arises: "How do I protect and transfer inherited wealth efficiently?" Inherited wealth can provide substantial financial opportunities, but it also comes with responsibilities. It’s essential to approach wealth transfer with a strategic mindset to ensure that your newfound assets are preserved for future generations. Start by consulting with a fee-only financial planner who specializes in estate planning. They can help you navigate the complexities of tax implications, asset protection strategies, and the creation of a comprehensive estate plan. This plan should outline how you wish to distribute your assets, establish trusts if necessary, and minimize tax liabilities for your heirs. In addition, consider the role of education in wealth transfer. Teach your heirs about financial management, investment strategies, and the importance of responsible spending. By empowering them with knowledge, you can help ensure that the wealth you transfer to them is used wisely and responsibly. Summary As you approach retirement, it’s essential to take a proactive approach to your financial planning. By assessing your needs, creating a withdrawal strategy, managing risk, planning for long-term care, and effectively transferring wealth, you can navigate this transition with confidence. Remember, you are not alone in this journey, and there are resources available to help you make informed decisions. Retirement is not merely a destination; it is a new beginning filled with opportunities for growth and enjoyment. By addressing your financial concerns head-on, you can create a roadmap that leads to a fulfilling and secure retirement. If you have questions or need assistance with your retirement planning, I invite you to reach out and explore how I can assist you in achieving your financial goals. Are you planning to retire within the next 5 years? Let’s discuss how you can prepare for this exciting new chapter in 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.

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