Retirement Planning

4 Things To Consider If You’re Thinking of Retiring Early

4 Things To Consider If You’re Thinking of Retiring Early

4 Things To Consider If You’re Thinking of Retiring Early

Zoe Team

6 min read

A financial advisor reviewing a plan with two clients at a table

Key Takeaways

Key Takeaways

  • Early retirement requires planning for 30+ years of expenses.

  • Health insurance costs can be significant before Medicare.

  • Consider inflation’s long-term impact on your nest egg.

Frequently Asked Questions

Frequently Asked Questions

What is the biggest risk of retiring early?

The primary risk is outliving your savings, as you must fund potentially three decades or more of living expenses without active employment income.

How do I handle healthcare before Medicare?

You must account for private health insurance premiums and out-of-pocket costs, which can be substantial before becoming eligible for Medicare at age 65.

Does early retirement affect tax planning?

Yes, you need to manage your tax bracket carefully when accessing retirement accounts, as early withdrawals from certain accounts may trigger penalties.

In this article: Retiring early can be more rewarding if you’re prepared. Factoring potential retirement spanning 30 years means you must plan your finances carefully.

My neighbor has worked for the railroad since he was 23 years old. He is now almost 53 and eligible to retire in December. When I asked him what he plans to do once he retires, he tells me he plans to take up a hobby like golf and travel more, although he hasn’t been on a plane since he got married 25 years ago.

Who wouldn’t want to retire while still young and healthy? This means more time to do all the fun things we wish we could do if work didn’t get in the way. Yet few people understand the reality of retiring young, and many who say they plan to retire early may not be prepared for a 30-year (or longer) retirement.

Four Key Considerations Before Retiring Early:

1. Life Expectancy Is Increasing, So Retirement May Last Longer Than You Expect

While the average life expectancy for a 60 year-old is about 83, it’s important to remember that this is the average. Individuals should consider their health, family history, income and education level to determine life expectancy. A comprehensive life expectancy calculator can be found at https://www.livingto100.com which takes into account numerous factors, like how much alcohol you drink per day, weekly bacon consumption, stress level and marital status, and provides a personalized life expectancy.

Remember too that life expectancy increases as you age, or as Kanye recently tweeted, ‘the longer you live, the longer you live.’ (Or maybe that wasn’t him?) Remember that life expectancy at birth or in our early years will be much lower than life expectancy in later years; if you make it to age 60, there is a higher probability that you’ll continue to live to later years.

2. A Long Retirement Needs To Be Well-Funded

The retirement experience has changed. A generation ago, many people entered retirement with an understanding that costs must be cut and frugality rules the day. This generation made ‘early bird specials’ popular, clipped coupons, remained in their home and outdated car because both were paid off.

Nowadays, people expect more in retirement; not only do they want to make sure their lifestyle remains well funded, many also have a ‘bucket list’ they plan to fulfill. Individuals want to do in retirement what they had to put off during their working years: travel, pursue hobbies, be closer to grandchildren and volunteer.

But how much do we need to fund a long retirement? The rule of thumb for income replacement is to replace about 75-80% of your pre-retirement income. The higher your pre-retirement income, the lower the replacement ratio; the lower your pre-retirement income, the higher the replacement ratio. That is because while we are working, we use some of our income to pay taxes, save and maintain our lifestyle. The more you make, the more you save, more taxes you pay and the bigger your lifestyle; a lot of this is reduced when you retire so you don’t need to replace that portion of income. It’s important to note too that Social Security will make up some of that needed income; however, the higher your pre-retirement income, the less that Social Security will make up and the more that personal savings and employer contributions will be needed for income replacement (JP Morgan Asset Management research).

3. Medicare Does not Kick In Until Age 65

My neighbor is one of the fortunate few; not only can he officially retire from his job in his early 50’s and receive a full pension but his employer-sponsored health benefits will continue into retirement. The majority of workers will not be so lucky. For most of us, employer-sponsored health care ends when we leave our company. Most companies provide COBRA coverage for a limited period of time after workers leave, but that tends to be expensive and often more costly than individual plans.

Most people may sign up for and begin to receive Medicare benefits at age 65. Even if you are still working, it’s best to sign up for Medicare Part A in order to avoid a late penalty. But if you decide to retire sooner than 65, you will have to secure health care on your own. This means choosing COBRA coverage, or shopping around on the state health care exchanges and paying the high costs of health care for yourself and possibly your family.

Health care costs vary drastically depending on where you live. This interactive map provides a state-by-state comparison of ACA health care insurance.

4. It is Important To Practice Retirement So You Can Retire Well

What isn’t included in most retirement plans is what we expect to be doing every day. While people plan for retirement, most assume the day-to-day will take care of itself. But once in retirement, the reality may be shocking. Some recent retirees feel bored, anxious or depressed; having worked every day for the past 40 years, some people don’t know how to handle their free time. Others plan to take up a hobby like golf and pottery only to realize that they actually don’t enjoy it. Many retirees choose to go back to part-time work, if only to cure boredom or grab a few hours away from their spouse.

The people who do retirement right actually enter retirement with a plan for how to spend their days, doing the things they already know they enjoy. A way to this is by ‘practicing retirement’ before you actually enter it. In other words, if you plan to travel in retirement, start taking small trips during your working years to make sure you actually enjoy traveling and that you and your spouse/partner travel well together. If you plan to start a business, volunteer, take language classes, become an artist, consider setting time aside to pursue these activities during your working years, so that once in retirement, you can keep doing what you know you love to do.

In Conclusion

Factoring in a potential retirement spanning 30 years or longer means that we must save more, make the right decision about when to claim Social Security benefits, be prepared to pay for health care before Medicare kicks in and have a clear picture of what we’ll be doing in our spare time. Retiring early may be more rewarding if you’re prepared.

In this article: Retiring early can be more rewarding if you’re prepared. Factoring potential retirement spanning 30 years means you must plan your finances carefully.

My neighbor has worked for the railroad since he was 23 years old. He is now almost 53 and eligible to retire in December. When I asked him what he plans to do once he retires, he tells me he plans to take up a hobby like golf and travel more, although he hasn’t been on a plane since he got married 25 years ago.

Who wouldn’t want to retire while still young and healthy? This means more time to do all the fun things we wish we could do if work didn’t get in the way. Yet few people understand the reality of retiring young, and many who say they plan to retire early may not be prepared for a 30-year (or longer) retirement.

Four Key Considerations Before Retiring Early:

1. Life Expectancy Is Increasing, So Retirement May Last Longer Than You Expect

While the average life expectancy for a 60 year-old is about 83, it’s important to remember that this is the average. Individuals should consider their health, family history, income and education level to determine life expectancy. A comprehensive life expectancy calculator can be found at https://www.livingto100.com which takes into account numerous factors, like how much alcohol you drink per day, weekly bacon consumption, stress level and marital status, and provides a personalized life expectancy.

Remember too that life expectancy increases as you age, or as Kanye recently tweeted, ‘the longer you live, the longer you live.’ (Or maybe that wasn’t him?) Remember that life expectancy at birth or in our early years will be much lower than life expectancy in later years; if you make it to age 60, there is a higher probability that you’ll continue to live to later years.

2. A Long Retirement Needs To Be Well-Funded

The retirement experience has changed. A generation ago, many people entered retirement with an understanding that costs must be cut and frugality rules the day. This generation made ‘early bird specials’ popular, clipped coupons, remained in their home and outdated car because both were paid off.

Nowadays, people expect more in retirement; not only do they want to make sure their lifestyle remains well funded, many also have a ‘bucket list’ they plan to fulfill. Individuals want to do in retirement what they had to put off during their working years: travel, pursue hobbies, be closer to grandchildren and volunteer.

But how much do we need to fund a long retirement? The rule of thumb for income replacement is to replace about 75-80% of your pre-retirement income. The higher your pre-retirement income, the lower the replacement ratio; the lower your pre-retirement income, the higher the replacement ratio. That is because while we are working, we use some of our income to pay taxes, save and maintain our lifestyle. The more you make, the more you save, more taxes you pay and the bigger your lifestyle; a lot of this is reduced when you retire so you don’t need to replace that portion of income. It’s important to note too that Social Security will make up some of that needed income; however, the higher your pre-retirement income, the less that Social Security will make up and the more that personal savings and employer contributions will be needed for income replacement (JP Morgan Asset Management research).

3. Medicare Does not Kick In Until Age 65

My neighbor is one of the fortunate few; not only can he officially retire from his job in his early 50’s and receive a full pension but his employer-sponsored health benefits will continue into retirement. The majority of workers will not be so lucky. For most of us, employer-sponsored health care ends when we leave our company. Most companies provide COBRA coverage for a limited period of time after workers leave, but that tends to be expensive and often more costly than individual plans.

Most people may sign up for and begin to receive Medicare benefits at age 65. Even if you are still working, it’s best to sign up for Medicare Part A in order to avoid a late penalty. But if you decide to retire sooner than 65, you will have to secure health care on your own. This means choosing COBRA coverage, or shopping around on the state health care exchanges and paying the high costs of health care for yourself and possibly your family.

Health care costs vary drastically depending on where you live. This interactive map provides a state-by-state comparison of ACA health care insurance.

4. It is Important To Practice Retirement So You Can Retire Well

What isn’t included in most retirement plans is what we expect to be doing every day. While people plan for retirement, most assume the day-to-day will take care of itself. But once in retirement, the reality may be shocking. Some recent retirees feel bored, anxious or depressed; having worked every day for the past 40 years, some people don’t know how to handle their free time. Others plan to take up a hobby like golf and pottery only to realize that they actually don’t enjoy it. Many retirees choose to go back to part-time work, if only to cure boredom or grab a few hours away from their spouse.

The people who do retirement right actually enter retirement with a plan for how to spend their days, doing the things they already know they enjoy. A way to this is by ‘practicing retirement’ before you actually enter it. In other words, if you plan to travel in retirement, start taking small trips during your working years to make sure you actually enjoy traveling and that you and your spouse/partner travel well together. If you plan to start a business, volunteer, take language classes, become an artist, consider setting time aside to pursue these activities during your working years, so that once in retirement, you can keep doing what you know you love to do.

In Conclusion

Factoring in a potential retirement spanning 30 years or longer means that we must save more, make the right decision about when to claim Social Security benefits, be prepared to pay for health care before Medicare kicks in and have a clear picture of what we’ll be doing in our spare time. Retiring early may be more rewarding if you’re prepared.

Disclosures: Zoe Financial, Inc. ("Zoe Financial") is an investment adviser registered with the U.S. Securities and Exchange Commission. Registration does not imply a certain level of skill or training. Zoe Financial provides investment advisory services and access to independent registered investment advisers through its platform. The information provided by Zoe Financial is for educational and informational purposes only and should not be construed as personalized investment advice or as an offer to buy or sell any security. All investments involve risk, including possible loss of principal. Past performance is not indicative of future results. Clients should consult with their own financial, tax, or legal professionals before making any investment decisions. The material presented by Zoe Financial is for informational purposes only and is not intended to serve as a substitute for personalized investment advice or as a recommendation or solicitation of any particular security, strategy, or investment product. Material presented has been gathered from sources believed to be reliable, however Adviser cannot guarantee the accuracy or completeness of such information, and certain information presented here may have been condensed or summarized from its original source. Past performance is no guarantee of future results. Zoe Financial does not provide legal or tax advice, and nothing contained in these materials should be taken as legal or tax advice. SEC Registration does not constitute an endorsement of Zoe Financial by the SEC nor does it indicate that Zoe Financial has attained a particular level of skill or ability. The sole purpose of this material is to inform, and it in no way is intended to be an offer or solicitation to purchase or sell any security, other investment or service, or to attract any funds or deposits. Investments mentioned may not be appropriate for all clients. Before making any investment, each investor should carefully consider the risks associated with the investment, as discussed in the applicable offering memorandum, and make a determination based upon their own particular circumstances, that the investment is consistent with their investment objectives and risk tolerance. Lower expenses do not guarantee better investment performance. Certain information contained herein may constitute forward-looking statements. Due to various risks and uncertainties, actual events, results or the performance of a fund may differ materially from those reflected or contemplated in such forward-looking statements.

Disclosure: This page is not investment advice and should not be relied on for such advice or as a substitute for consultation with professional accounting, tax, legal or financial advisors. The observations of industry trends should not be read as recommendations for stocks or sectors.


Investment advisory services are provided by Zoe Financial, Inc. (Zoe Financial), an investment adviser registered with the U.S. Securities and Exchange Commission (SEC). Registration does not imply a certain level of skill or training. Learn more about Zoe Financial on the SEC’s Investment Adviser Public Disclosure website. Brokerage services are provided by Zoe Securities LLC and Apex Clearing Corporation, members of the Financial Industry Regulatory Authority Inc. (FINRA) and Securities Investor Protection Corporation (SIPC). Learn more about Zoe Securities and Apex on FINRA’s BrokerCheck website.

The information in the visuals above is for illustrative purposes only and does not represent an actual user's account, balance, or return. Zoe Financial does not provide tax or legal advice.

Explore the Zoe Wealth Platform with AI

Some of this content may have been generated with the assistance of AI. Please review and sense-check all outputs, as AI tools can occasionally produce incomplete or inaccurate information.
In certain situations, you may be required to disclose that the content was “generated by AI.” Please confirm any specific disclosure or labelling requirements with Compliance.

(646) 680-9244

support@zoefin.com

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New York, NY, 10017

Copyright © 2026 Zoe Financial, Inc. | All rights reserved

Disclosure: This page is not investment advice and should not be relied on for such advice or as a substitute for consultation with professional accounting, tax, legal or financial advisors. The observations of industry trends should not be read as recommendations for stocks or sectors.


Investment advisory services are provided by Zoe Financial, Inc. (Zoe Financial), an investment adviser registered with the U.S. Securities and Exchange Commission (SEC). Registration does not imply a certain level of skill or training. Learn more about Zoe Financial on the SEC’s Investment Adviser Public Disclosure website. Brokerage services are provided by Zoe Securities LLC and Apex Clearing Corporation, members of the Financial Industry Regulatory Authority Inc. (FINRA) and Securities Investor Protection Corporation (SIPC). Learn more about Zoe Securities and Apex on FINRA’s BrokerCheck website.

The information in the visuals above is for illustrative purposes only and does not represent an actual user's account, balance, or return. Zoe Financial does not provide tax or legal advice.

Explore the Zoe Wealth Platform with AI

Some of this content may have been generated with the assistance of AI. Please review and sense-check all outputs, as AI tools can occasionally produce incomplete or inaccurate information.
In certain situations, you may be required to disclose that the content was “generated by AI.” Please confirm any specific disclosure or labelling requirements with Compliance.

(646) 680-9244

support@zoefin.com

666 Third Ave, 6th Floor
New York, NY, 10017

Copyright © 2026 Zoe Financial, Inc. | All rights reserved

Disclosure: This page is not investment advice and should not be relied on for such advice or as a substitute for consultation with professional accounting, tax, legal or financial advisors. The observations of industry trends should not be read as recommendations for stocks or sectors.


Investment advisory services are provided by Zoe Financial, Inc. (Zoe Financial), an investment adviser registered with the U.S. Securities and Exchange Commission (SEC). Registration does not imply a certain level of skill or training. Learn more about Zoe Financial on the SEC’s Investment Adviser Public Disclosure website. Brokerage services are provided by Zoe Securities LLC and Apex Clearing Corporation, members of the Financial Industry Regulatory Authority Inc. (FINRA) and Securities Investor Protection Corporation (SIPC). Learn more about Zoe Securities and Apex on FINRA’s BrokerCheck website.

The information in the visuals above is for illustrative purposes only and does not represent an actual user's account, balance, or return. Zoe Financial does not provide tax or legal advice.

Explore the Zoe Wealth Platform with AI

Some of this content may have been generated with the assistance of AI. Please review and sense-check all outputs, as AI tools can occasionally produce incomplete or inaccurate information.
In certain situations, you may be required to disclose that the content was “generated by AI.” Please confirm any specific disclosure or labelling requirements with Compliance.

(646) 680-9244

support@zoefin.com

666 Third Ave, 6th Floor
New York, NY, 10017

Copyright © 2025 Zoe Financial, Inc. | All rights reserved