Unlocking Retirement: 16 Strategies to Overcome Life Hurdles

Retirement planning requires careful consideration, foresight, and adaptability, especially when life presents unexpected challenges. Whether it's health issues, financial setbacks, or family obligations, being prepared to face these challenges head-on can significantly impact the quality of your retirement. This article will explore essential tips to help you navigate retirement planning amidst life's uncertainties.

Top challenges that can exhaust your retirement savings

The biggest challenge is about something other than living on a fixed retirement income. The biggest hurdle is to tackle unexpected challenges that life throws at us with our fixed retirement income. Here are a few challenges that people nearing retirement should consider.


The Society of Actuaries estimates that a male in his mid-50s today has around a one-in-three probability of living to be 90 years old, compared to a woman with about a 50% chance.

This means you may retire and live out the same number of years as you did while working. That entails having enough retirement income to cover daily needs for a minimum of 30 years, which is particularly challenging when you have few guaranteed income options.


There may be market fluctuations and "Black Swan" incidents. The Financial Crisis, the real estate bubble that caused it, and the coronavirus epidemic are the best examples of black swan events. Black Swan events, in essence, defy prediction.

They have the potential to affect financial markets when they take place significantly. These days, trading is frequently done electronically amongst a large number of participants all over the world at breakneck speeds. Additionally, trading continues even after the market closes, and the rise of social media has sped up the pace at which judgments are made. When all the factors are considered, the climate is favorable for more volatility than in the past.


The annual rate of growth in product prices is known as inflation. It's unbelievable, but the U.S. inflation rate reached 13.9% on January 1st, 1981. It has significantly increased in July 2023, to 3.2%. However, even very moderate inflation rates over the long term can negatively impact your purchasing power.

For instance, with a 2% yearly inflation rate, $1,000 now will only be able to buy $552 worth of products in 30 years. If the interest rate is 3%, your $1,000 will only buy $412 cost of products. The consequences could be far more severe if inflation increases to 5% or 6%.

Higher inflation is particularly tough for many retirees since they may live on fixed incomes that must catch up with rising costs. Additionally, many of the products and services seniors consume the most are already seeing higher-than-average price inflation.

For example, the cost of health care can be very high. According to HealthView Services, a 65-year-old couple who retired in 2019 and had Medicare Parts B and D and supplemental insurance coverage may anticipate paying $387,644 in all healthcare costs and expenses for the rest of their lives.

Ordinary income tax

If you have a high tax rate, you must pay close attention to tax deductions and how your assets are invested. For instance, many hedge firms and mutual fund managers disregard taxes when pursuing profits. The turnover of a portfolio may be rapid, and short-term capital gains—taxed as regular income—are frequently produced in large quantities.

Mutual funds can provide "phantom income." Distributions of dividends and capital gains reinvested in more fund shares are known as these. Even though you hardly ever see them, you still pay taxes on them. While their fund shares have lost value for the year, many investors pay taxes on capital gains dividends.

Leaving a Legacy for Loved Ones

Even if they have enough money to cover their retirement costs comfortably, many Americans still prioritize leaving a legacy since doing so can help them avoid paying estate taxes. Your intended bequest may be diminished by the federal estate tax alone. Erosion may be more severe depending on the state you reside in.

Tips for Retirement Planning Amidst Life's Challenges

Start Early, Stay Consistent

The foundation of a solid retirement plan begins with an early start and consistent contributions to retirement accounts. Regardless of life's challenges, compounding interest can work in your favor if you give it enough time. Starting early also allows you to weather unexpected financial storms better. If you've already begun to, maintaining consistent contributions is equally vital, even if you have to adjust them during challenging times.

Save 70% of your income.

Plan to replace at least 70% of your income in retirement, according to a general rule of thumb for retirement planning. Even if there is a ton of material on the subject, conserving money is only half the battle to create the kind of nest egg to make that possible. Spending 70% of what you used to before retirement can be equally meaningful -- and challenging. You have plenty of time to discover new ways to spend money you hadn't considered.

Find Guaranteed Retirement Income Sources

Variable annuities are another option that can boost your retirement fund. Variable annuities, which insurance firms sell, provide a wide range of professionally managed investment possibilities. Assets in a variable annuity grow tax-deferred until the contract owner withdraws them, just like in a 401(k) plan or IRA. You can get life-dependent income payments when it's time to retire. You might be eligible to receive money that will last as long as you do, depending on the particulars of the rider you choose.

Maximize Contributions to Retirement Savings Account

A great strategy to increase your savings is to contribute as much of your gross income as you can to retirement accounts, such as traditional individual retirement accounts ( Roth IRA, traditional IRA), 401(k) plans, and 403(b) plans. Contributed funds can be invested in a variety of ways and are tax-advantaged.

Additionally, many businesses match 401(k) and 403(b) plan contributions, allowing you to accumulate more incredible wealth over time. Up to 6% of an employee's pay, the employer will often match 50% of their contribution. Investigate this potential benefit if your employer offers a retirement plan.

Be it a traditional or Roth IRA or a 401 K, check out the annual contribution limit, catch-up contributions, and taxable income for a retirement savings plan. You can do your financial planning accordingly.

Build an Emergency Fund

Life is uncertain, and having an emergency fund separate from your retirement savings and investment accounts is crucial. This fund can cover unforeseen expenses without affecting your long-term retirement plan. Set a goal to save money covering 3 to 6 months' living expenses in an easily accessible account.

Adapt to Changing Circumstances

Life's challenges can come in various forms – job loss, medical emergencies, or unexpected caregiving responsibilities. The key is adaptability. Be prepared to adjust your retirement plan when faced with significant changes. It might involve delaying retirement, increasing savings rates, or reassessing your investment strategy to match your new circumstances.

Samantha Hawrylack, Founder of How To FIRE, says,

Always prepare for the unexpected. It's easy to plan for what is assured while planning for retirement. Still, building a contingency fund is necessary to ensure unanticipated costs stay in your retirement fund.

Even if you can't predict what will happen, saving money for unexpected expenses like medical emergencies or other unforeseen circumstances is necessary. Also, don't use your emergency fund for anything but trouble.

Using your emergency funds for travel and leisure can be tempting, but doing so will compromise your financial security and potentially affect your retirement planning.

Prioritize Health and Wellness

Maintaining good health becomes even more critical as you approach retirement. Health-related challenges can be financially draining, so investing in a healthy lifestyle now can pay off immensely in the long run. Regular exercise, a healthy diet, and preventive healthcare measures can help mitigate potential healthcare expenses during retirement.

Dr. Natalee Oliver, Assistant Professor, and Long-Term Care Administration, McLennan Community College.

Often, we plan for our finances but overlook planning in case our significant other receives a diagnosis of dementia or Alzheimer's disease. It's important to discuss your values and expectations if one of you is diagnosed and how your relationship may change.

What if your spouse does not recognize you and thinks someone else is their romantic partner? What if you are the caregiver and find that you are not attracted romantically anymore to your spouse with dementia, but they still want to be intimate?

Becoming educated about the disease is crucial, and discussing our feelings with our spouse and planning for the future as soon as possible is crucial. These decisions are complex, so it's good to have a professional in Alzheimer's or dementia to assist with this process.

Currently, 6.7 million Americans live with Alzheimer's, and no cure exists. These talks are a must!

Diversify Your Investments

A diversified investment portfolio is a powerful tool against market volatility. Spread your investments across stocks, bonds, and real estate. Diversification can minimize the impact of a market downturn on your overall retirement savings.

Jonathan Merry, Founder of Moneyzine, said,

You must know your investment horizon before beginning a retirement plan. First, you must decide how much income and when you want to retire. This allows you to calculate how much time you have left until retirement and save accordingly.

Not only that, but you must also calculate the number of years you intend to spend the money after retirement. This means that if you plan for retirement at 28, retire at 60, and plan to use your savings until the age of 90, your investment horizon is 32 years.

Given this life stage, you must ensure that your savings and expenses are aligned to fulfill your needs until you reach the age of 90.

Explore Long-Term Care Options

As you plan for retirement, consider the possibility of needing long-term care. Long-term care insurance can provide financial support should you need help with daily activities due to health issues. Investigate and compare different insurance plans early to find one that aligns with your needs.

Review and Adjust Regularly

Life's challenges are not static, nor should your retirement plan be. Regularly review your financial situation, retirement plans, and goals. Doing this at least once a year or whenever a significant life event occurs is advisable. Adjust your plan as needed to align with your aspirations and changing circumstances.

Appoint a financial advisor.

Working with a fiduciary financial advisor is typically the most efficient method to get your retirement account on track. They may assist you in organizing your ongoing financial affairs, estimating how much money you'll require in an individual retirement account, and creating a strategy to get you where you need to go.

The following are the four ways a financial advisor can benefit you:

  • Knowing the client's future tax situation.
  • Presenting a sample of a realistic expenditure objective.
  • Knowing what possible health care costs and bills might be.
  • Helping clients comprehend their Medicare benefits and the cost of their health insurance and care if they retire before age 65, at which point Medicare begins to apply.

Advisors can assist customers in thinking through their Social Security alternatives. This also entails simulating what their projected Social Security benefits ought to cover.

The finest financial advisors have extensive financial knowledge and years of experience, which they use to help their clients reach their retirement objectives.

Each counselor, however, has a distinct background and viewpoint that might not be the best fit for you. Interviewing numerous advisors will help you find the best one, so do so.

Work longer to boost your retirement income.

Many Americans now gradually accept the concept of working past the usual retirement age of 65. Longer hours can, however, result in a fixed income and significant financial rewards.

  • First, if you work longer, you can keep adding more money rather than pulling from your retirement account.
  • Second, you can build much incremental wealth by letting your portfolio expand for longer.
  • Finally, delaying your Social Security payment will increase your payout.

Although the financial benefits are obvious, they aren't the only reason you wish to postpone retirement. Working more hours can significantly improve one's lifestyle.

Think about working part- or full-time after the typical retirement age. Working longer and lowering the retirement nest egg requirement has financial and tax advantages. There are additional non-monetary advantages.

Many retirees mourn not having a purpose in life, so having a fulfilling work may help you wake up in the morning. Work may also be a source of social contacts and keep you abreast of technological advancements.

Seek Professional Guidance

Retirement planning can be complex, especially when navigating challenges. Consulting with financial advisors, retirement planners, or estate attorneys can provide valuable insights and strategies tailored to your situation. Their expertise can help you boost retirement income,

Manage Debt Wisely

While some debt might be unavoidable, especially when purchasing a home or funding education, managing debt is crucial for a secure retirement. High-interest debts like credit card debt can erode your financial stability. Prioritize paying off high-interest debts as part of your retirement plan to reduce financial burdens in your post-work years.

Compare living expenses

Consider your costs if you intend to relocate to another location to enjoy retirement.

You're not wrong if you believe retiring to Manhattan would be pleasant, but you must be realistic about your financial situation. Likewise, you won't need to make any significant changes to fulfill your dream of retiring in a rocking chair in Mississippi.

Stay Positive and Resilient

Facing life's challenges can be daunting, but maintaining a positive and resilient mindset is essential. A positive outlook can help you persevere through difficult times. Remember that challenges are temporary roadblocks; you can continue moving toward a fulfilling retirement with the right strategies.

Should you contribute to a retirement savings account with pre-tax dollars?

When you contribute to a retirement savings account with pre-tax dollars, the money you contribute to the account is deducted from your taxable income for the current year. This immediately reduces your taxable income, which lowers the income tax you owe to the government for that year. Essentially, you are deferring the payment of taxes on the money you contribute until you withdraw it during your retirement.

Several types of retirement savings accounts allow you to contribute with pre-tax dollars, with some of the most common ones being:

  • Traditional IRA (Individual Retirement Account): With a traditional IRA, your contributions are generally tax-deductible, reducing your taxable income for the year you contribute. However, you will be taxed on the withdrawals you make during retirement.
  • 401(k) and 403(b) Plans: These employer-sponsored retirement plans allow employees to contribute a portion of their salary to their retirement account before taxes are taken out. This reduces your taxable income for the current financial year, and you'll be taxed on the withdrawals made during retirement.
  • HSA (Health Savings Account): While primarily designed for healthcare expenses, HSAs also offer a retirement savings component. Contributions to an HSA are made with pre-tax dollars, and if the funds are used for qualified medical expenses, they remain tax-free. After a certain age, you can also use the funds for non-medical expenses, though they'll be taxed similarly to a traditional IRA upon withdrawal.
  • Deferred Compensation Plans: These are usually available to highly compensated employees and allow them to wait a portion of their salary until retirement. These deferrals are made with pre-tax dollars, reducing current taxable income.

The advantage of using pre-tax dollars is that it provides an immediate tax benefit by lowering your taxable income for the year you contribute. This could put more money in your pocket and allow you to save more for retirement.

However, it's important to note that these retirement accounts have rules and regulations regarding contribution limits, withdrawal penalties, and eligibility criteria. It's best to consult with a financial advisor or tax professional to understand how these accounts work and to develop a retirement savings strategy that aligns with your financial goals.


Retirement planning requires flexibility and preparedness to tackle life's challenges. By starting early, building an emergency fund, staying adaptable, and making informed financial decisions, you can navigate the uncertainties of life and build a solid foundation for a comfortable retirement.

Remember, the journey may not always be smooth, but with careful planning and the right mindset, you can overcome obstacles and achieve your retirement goals.

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