Can Business Owners Retire?

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KS and MO Attorney Kyle E Krull

Written by Kyle Krull

Attorney & Counsellor at Law Kyle Krull is founder of Harvest Law KC, an Estate Planning Law firm located in Overland Park, KS. Estate Planning Attorney Kyle Krull has provided continuing education instruction to attorneys, accountants, and financial professionals at local, state, and national programs.

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POSTED ON: July 17, 2025

Business owners must address business succession, financial planning, and estate planning as they prepare for retirement.

Business owners are solely responsible for their own retirement income.

When people look for employment, they tend to inquire about retirement and health benefits in addition to salary.

Employer-sponsored retirement accounts and traditional pension plans can give workers significant support in saving for retirement.

Business owners cannot rely on these benefits.

Not solely, anyway.

Their financial security during their working years and their retirement years depends on the value and stability of their business.

Owners of businesses must proactively prepare and work with professionals to create a smooth and secure transition to retirement.

Business owners must prepare for retirement.

Retirement planning for business owners involves addressing both their personal financial needs and the future of the business.

Preparing for the Transition of the Business Owners

Retirement will not look identical for all business owners.

Some desire to continue consulting or to maintain partial ownership.

Others choose to relinquish their involvement with the company completely.

The strategies implemented for retirement will depend on how involved the business owners desire to be after retiring.

Another consideration in planning for retirement is how ready the business is for such a transition.

Business owners must evaluate the operational systems, financial health, and continuity of leadership within the company.

Anyone seeking to purchase the business will want to know that the company can operate effectively without the daily involvement of the owner.

Reaching this stage requires intentional preparation well in advance of when a business is expected to be sold.

The Role of Valuation in Business Retirement

Valuation is a key component in allowing business owners to retire.

When you know how much the company is worth, you can better anticipate how much can be made from its sale.

An independent qualified valuation expert should be hired to ensure the owner does not overestimate or underestimate the value of the business.

Selling a business can trigger capital gain taxes and reduce funds available for retirement.

Yikes!

Professionals may recommend using trusts, installment sales, or retirement plans to mitigate the tax burden associated with a business sale.

Emotional and Legal Aspects of Retirement

Business owners often find it challenging to step away from their businesses emotionally.

They may be flooded with fear of becoming bored, worry over the future of the businesses, and a sense of loss of their identity.

One way to address these feelings is to create purpose in retirement through philanthropy, hobbies, and part-time advising.

To retire smoothly, business owners must also ensure that their business has the necessary legal elements in place.

All partnership contracts, operating agreements, and buy-sell agreements should be updated.

When preparing a business for sale, it can be helpful to note that selling a corporation is often easier than selling a sole proprietorship.

Prepare Your Business Succession Plan

Business succession planning and estate planning are connected.

If business succession involves ownership transfers to children, then trusts can be helpful in preserving control and limiting taxes.

Healthcare directives and powers of attorney are also essential for incapacity planning, both before and after retirement.

What are Key Retirement Planning Takeaways for Business Owners?

Business owners must prepare for their own financial security in retirement as well as the future of their business.

Planning for business valuation and succession must be done well in advance of when a business owner desires to retire.

The legal structure of your business should align with your estate planning and retirement goals.

Because retirement can be emotionally challenging, business owners should plan to include meaningful activities in their golden years.

Estate planning and business succession planning can help reduce the tax liability from the sale of a business and leave you with more income in retirement.

This post is for informational purposes only and does not provide legal advice. You should consult an attorney for advice on any specific issue or problem. Nothing herein creates an attorney-client relationship between Harvest Law KC and the reader.

Reference: Investopedia (May 09, 2025) “How to Retire When You Own a Business”

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