Skip to Content

14 Insights People Wish They Knew Before Retiring Early

Sharing is caring!

Many dream of retiring early, long before 65 years of age rolls around. They dream of escaping the daily grind years (sometimes even decades!) before the traditional retirement age. Retiring early has become a bit of a trendy goal for younger crowds, too, because who doesn’t want to ditch the corporate job and have more fun?

Visions of endless travel, pursuing long-neglected hobbies, and spending quality time with family are powerful motivators. However, successfully navigating the financial complexities of early retirement requires careful planning and understanding of potential pitfalls.

Here are 14 common financial mistakes to avoid for a more secure and fulfilling early retirement:

1. The Critical Importance of a ‘Big Picture’ Financial Plan

Senior couple signing financial contract
Photo Credit: Depositphotos.com.

Early retirement without a comprehensive financial roadmap is like setting out on a cross-country trip without a GPS. You’re far more likely to get lost or run out of fuel before reaching your destination.

Partner with a qualified financial advisor who specializes in early retirement. Ideally, seek out a fiduciary advisor, as they are legally bound to act in your best interests. Your plan should meticulously cover income sources, withdrawal strategies (optimized for tax efficiency), healthcare costs, inflation, market ups and downs, and potential long-term care scenarios.

2. Underestimating Healthcare Costs

Doctor and senior patient
Photo Credit: Depositphotos.com.

Healthcare is a major budget buster for early retirees. It’s easy to forget you may face years of paying for health insurance and out-of-pocket costs before Medicare eligibility kicks in. Additionally, unanticipated medical expenses or long-term care needs can derail even well-laid plans.

A 2023 Fidelity Investments study estimated a 65-year-old couple retiring that year needs $315,000 earmarked for healthcare costs throughout retirement. Don’t just guess – investigate health insurance options thoroughly. Consider pairing a high-deductible plan with a Health Savings Account (HSA) for potential tax benefits. Explore long-term care insurance if it suits your situation. Finally, prioritizing your health through preventive care and healthy habits can go a long way in mitigating future healthcare expenses.

3. The Impact of an Extended Retirement Horizon

A Jar full of Money, Labeled as Emergency fund
Photo Credit: Depositphotos.com.

Early retirement means your savings potentially need to stretch 30 years or more – that’s a much longer runway than traditional retirement planning. The risk of outliving your money grows exponentially.

Utilize online retirement calculators specifically designed for early retirees. They paint a more realistic picture than generic versions. Maintain a diversified investment portfolio that balances growth potential with income-producing assets. Be open to part-time work or ‘encore careers,’ providing added income and potentially valuable structure and purpose.

4. Not Accounting for Inflation

stressed couple with savings confused poor no money
Photo Credit: Depositphotos.com.

Inflation is an insidious force, chipping away at the purchasing power of your nest egg. An income that seems comfortable today will buy less in a decade or two.

Historical data shows inflation averages approximately 3% annually. Build an inflation cushion into your financial plan. Consider inflation-hedging investments such as real estate or Treasury Inflation-Protected Securities (TIPS) to help shield your portfolio.

5. The Dangers of Excessive Early Withdrawals

Asian women is shocked, the expression on her face, open mouth with debt, credit, and account monthly in the transaction and looking expenditure at home
Photo Credit: Depositphotos.com.

Being overly aggressive with withdrawals, especially in the early retirement years, can prematurely deplete your savings. This is particularly dangerous during market downturns when your portfolio value is already shrinking.

The traditional ‘4% Rule‘ may not be sufficient for early retirees. Start with a lower withdrawal rate and work closely with your advisor to determine a sustainable amount. Flexibility is key – in lean market years, adjust spending downwards rather than selling depressed investments.

6. Underestimating Taxes

stressed financial woman lying on the table of bills with her phone
Photo Credit: Depositphotos.com.

Taxes don’t disappear in retirement! Income from pensions, withdrawals from 401(k)s or traditional IRAs, and even Social Security benefits can be taxable. Neglecting to plan for taxes can disrupt your cash flow.

Partner with your advisor to develop tax-savvy withdrawal strategies that minimize your tax burden. Consider Roth conversions if your current tax bracket is lower than you anticipate in later retirement. If flexibility allows, investigate relocating to a state with lower or no income tax.

7. Miscalculating Social Security Benefits

old man counting money at desk
Photo Credit: Depositphotos.com.

Claiming Social Security benefits as soon as you hit 62 might be tempting, but it permanently reduces your monthly payout. This has a massive impact over a long retirement.

Each year you postpone claiming past age 62 increases your benefits by roughly 8%, up until age 70. Use the Social Security Administration’s online calculators to compare projected payouts at different ages. If married, coordinate claiming strategies with your spouse to maximize overall benefits.

8. Not Factoring in Home-related Expenses

A insurance agent covering a family, their car and their home with his hands
Photo Credit: Depositphotos.com.

Homeownership costs continue even after you’ve paid off your mortgage. Early retirees often underestimate the steadily rising expenses like property taxes, repairs, and maintenance.

Establish a separate budget specifically for home-related expenses, remembering these costs tend to increase over time. If it makes financial sense, consider downsizing. This can unlock equity and significantly reduce ongoing costs. In very specific circumstances, carefully research reverse mortgages as a potential (but often cautionary) source of income.

9. The Hidden Costs of Travel

happy old retired couple on the beach
Photo Credit: Depositphotos.com.

The allure of travel can lead to overspending for early retirees, particularly during those initial, excitement-filled years. It’s easy to underestimate how rapidly transportation, lodging, activities, and dining out can deplete your budget.

Integrate a realistic travel budget into your overall financial plan. Be smart about stretching your travel dollar—explore off-season trips, budget airlines, house-swapping opportunities, or extended stays in destinations with lower costs of living.

10. Overextending on Helping Adult Children

elderly mom with adult son
Photo Credit: Depositphotos.com.

While it’s a parent’s instinct to help children, prioritizing their financial needs above your own can jeopardize retirement security.

Your retirement well-being comes first. Set clear boundaries on the financial assistance you can realistically provide. Encourage financial independence in your children by offering guidance, tools, and support rather than perpetual monetary bailouts.

11. Failing to Prepare for Unexpected Life Events

old couple woman caring for a man in a wheel chair
Photo Credit: Depositphotos.com.

Life doesn’t always go according to plan. Job loss, disability, or becoming a family member’s caregiver can wreak havoc on your finances if you’re unprepared.

Maintain a robust emergency fund covering at least six months of essential living expenses. Thoroughly review your health, disability, long-term care, and life insurance coverage to ensure you and your loved ones are protected financially against the unexpected.

12. Not Staying Informed About Market Conditions

couple looking at their finances computer retired older
Photo Credit: Depositphotos.com.

It’s dangerous to assume your investments will take care of themselves after retirement. Market fluctuations are inevitable, especially over a long time horizon.

Schedule regular check-ins with your financial advisor to assess your portfolio and make adjustments as needed. Stay informed about market trends and rebalance your asset allocation based on your risk tolerance, time horizon, and changing conditions.

13. Neglecting Estate Planning

man signing a will while sick at the hospital stressed woman planning
Photo Credit: Depositphotos.com.

Early retirees sometimes think they have plenty of time to update wills and trusts. Procrastinating creates the potential for complications. With proper legal documentation, your assets may be distributed according to your wishes, leaving your heirs with extra costs and headaches.

Consult with an estate planning attorney to create or update your will, establish relevant trusts, and designate powers of attorney for healthcare and financial decisions. Communicate your wishes with your family to minimize future confusion or conflict.

14. Ignoring the Benefits of Part-time Work

retired old man happy working in his garden nature
Photo Credit: Depositphotos.com.

Don’t think of retirement as a total cessation of work. Continuing to earn some income, even part-time, offers multiple advantages.

Part-time work, freelancing, or a passion-fuelled “encore career” can supplement your retirement income, easing the pressure on your investments. Additionally, it can provide a sense of purpose, structure, and social interaction that might be lacking in a fully detached retirement.

12 Purchases That Aren’t Worth Making in Retirement

older couple discussing financial goals and money
Photo Credit: Depositphotos.com.

Retirement marks a major lifestyle shift. The thrill of newfound freedom after working all those years is exhilarating, but it’s vital to reconsider how you spend your hard-earned savings.

After a lifetime of work, you deserve to enjoy yourself—but not at the expense of your financial security.

12 Purchases That Aren’t Worth Making in Retirement

11 of The Most Miserable States for Retirement, Avoid Them If You Can

sad old couple at a park bench fall colors
Photo Credit: Depositphotos.com.

Most of us imagine that retirement is one of the most joyful phases in life, characterized by minimal concerns and little anxiety. Right? Unfortunately, not if you pick the wrong spot to live out your golden years.

11 of The Most Miserable States for Retirement, Avoid Them If You Can

14 Things Your Kids Don’t Want to Inherit When You Pass

sick dying old man with his sad kids
Photo Credit: Depositphotos.com.

As a parent, you are not just leaving behind a legacy or stuff for your children— you are also leaving behind a set of responsibilities. You strive to pass on love, wisdom, financial abundance, and some family heirlooms. However, despite our best intentions, there are certain things that our children would prefer not to inherit when we pass. This is a crucial aspect of planning for the future that we often overlook.

14 Things Your Kids Don’t Want to Inherit When You Pass

Clicky

Like this post? Why not share it?

Help spread the word. You're awesome for doing it!