Navigating Retirement: Do You Have Enough to Retire Comfortably?

June 7, 2025

By Daniel Masuda Lehrman, CFP®, CSLP®

Are you worried about whether you have enough to retire comfortably? It’s a question that weighs heavily on the minds of many pre-retirees, especially those in Hawaii with liquid net worths between $500K and $4M. As you approach retirement age, the stakes are higher than ever, and understanding how to navigate this pivotal financial transition is crucial. Retirement planning can feel overwhelming, especially when you start considering all the variables at play—market fluctuations, healthcare costs, and tax implications. This article will not only help you answer the burning question of whether you have enough to retire comfortably but also provide actionable insights into how you can reduce risk, generate income, and ensure your hard-earned wealth lasts throughout your retirement years. In today's economy, it’s more important than ever to have a solid financial plan in place. Whether you’re managing a significant inheritance or simply preparing for your future, the need for a comprehensive retirement strategy cannot be overstated. The good news is that you’re not alone in this journey. Many pre-retirees share your concerns, and with the right guidance, you can confidently navigate this next chapter of your life. Let’s dive into the key considerations for determining if you’re financially ready to retire, offering practical steps to help you achieve peace of mind as you move forward. Do I have enough to retire comfortably? This is perhaps the most pressing question for anyone nearing retirement. The answer, however, isn’t as simple as a yes or no. It involves a careful analysis of your current financial situation, your expected expenses in retirement, and your sources of income. To start, calculate your current net worth. This includes all your assets—such as your home, investments, and savings—minus any debts you owe. If you have a liquid net worth of $500K to $4M, you may be in a favorable position, but it ultimately depends on how that wealth aligns with your future lifestyle needs. Next, consider your retirement expenses. How much money will you need annually to maintain your current lifestyle? A general guideline is to aim for about 70-80% of your pre-retirement income. However, this can vary based on individual preferences, health care needs, and other factors. Once you have a good grasp of your estimated expenses, it’s time to calculate your expected income sources. This may include Social Security, pension benefits, retirement accounts, and any other investments. The goal is to ensure that your income will adequately cover your expenses, allowing you to live comfortably without the fear of running out of money. How do I reduce risk and generate income in retirement? Risk management and income generation are critical aspects of retirement planning. As you transition from accumulating wealth to drawing it down, the strategies you employ must adapt to this new phase. One way to reduce risk in your retirement portfolio is by diversifying your investments. Consider allocating your assets across a mix of stocks, bonds, and alternative investments to create a balanced portfolio that can withstand market volatility. For many pre-retirees, a rule of thumb is to subtract your age from 100 to determine the percentage of stocks you should hold, with the remainder in bonds. Additionally, look for income-generating investments. Dividend stocks, real estate investment trusts (REITs), and municipal bonds can provide a reliable income stream during retirement. If you’re unsure where to start, consulting with a fee-only financial planner in Hawaii can offer personalized guidance tailored to your unique financial situation. What about taxes? Tax implications are another crucial consideration that can significantly impact your retirement income. Understanding how to minimize taxes on withdrawals can help you preserve your wealth. One effective strategy is to withdraw funds from tax-deferred accounts, such as traditional IRAs, strategically. Consider your tax bracket and how much you can withdraw without pushing yourself into a higher tax bracket. This may involve taking smaller withdrawals over a longer period, which can help you manage your tax liability efficiently. Another tax-efficient strategy to consider is a Roth conversion. This involves converting part or all of your traditional IRA into a Roth IRA. While you’ll pay taxes on the converted amount now, any future withdrawals from the Roth will be tax-free, which can be a significant benefit in retirement, especially if you expect your tax rate to increase in the future. Should I take a lump sum or annuity from my pension? If you’re fortunate enough to have a pension, you may face the decision of whether to take a lump sum payment or an annuity. A lump sum offers immediate access to a sizeable amount of cash, but it also requires careful management to ensure it lasts throughout your retirement. On the other hand, an annuity provides a steady income stream, which can be beneficial for budgeting and peace of mind. However, it may limit your flexibility and access to funds in case of emergencies. Ultimately, the right choice depends on your personal financial situation, risk tolerance, and retirement goals. How do I plan for long-term care? Planning for long-term care is an often-overlooked aspect of retirement planning that can have a significant financial impact. The cost of long-term care services can be staggering, especially in Hawaii where expenses are higher than the national average. Evaluate your options for long-term care insurance, which can help cover the costs of care provided at home or in a facility. Alternatively, consider setting aside a dedicated fund to cover these potential expenses. Having a plan in place can alleviate anxiety and ensure that you receive the care you need without jeopardizing your financial stability. What happens if the market crashes just before I retire? Market fluctuations can be a source of anxiety for pre-retirees. If a market crash occurs just before you retire, it can impact your portfolio's value and your overall retirement plans. To mitigate this risk, it’s wise to adopt a conservative withdrawal strategy. This may involve maintaining a cash reserve or a bond allocation that can sustain your expenses during market downturns. Additionally, consider adopting a flexible spending approach, where you adjust your withdrawals based on market conditions. This strategy can help preserve your portfolio during volatile periods, allowing it to recover over time. How do I protect and transfer inherited wealth efficiently? If you’re navigating a significant inheritance, it’s essential to have a plan in place to protect and transfer that wealth efficiently. Start by understanding the tax implications of your inheritance and how it fits into your overall financial plan. Consulting with a fee-only financial planner can help you make informed decisions about how to manage your inheritance while minimizing taxes and maximizing its long-term value. Strategies such as setting up a trust can provide additional benefits for estate planning and wealth transfer, ensuring that your loved ones receive their inheritance with minimal complications. Summary As you approach retirement, it’s normal to have questions and concerns about your financial future. The key takeaway is that with careful planning and the right strategies in place, you can ensure that you have enough to retire comfortably. By understanding your expenses, managing risks, and exploring tax-efficient strategies, you can create a solid foundation for your retirement years. Remember, you’re not alone in this journey. Working with a qualified financial advisor can provide the insights and support you need to navigate these complexities confidently. As you reflect on your retirement plans, consider: Are you planning to retire within the next 5 years? Would you take the lump sum or the pension? Curious whether a Roth conversion makes sense for you? Visit www.hawaiiadvisor.com for more personalized advice tailored to your unique situation and embark on a path to a secure and fulfilling retirement.
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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