June 23, 2025

What Happens to a Business When the Owner Retires?

What Happens to a Business When the Owner Retires?

What Happens to a Business When the Owner Retires?

With half of owners nearing retirement, the future of their companies — and workers — hangs on what they do next.

Some companies are built to flip, while others are intended to last for generations.

But staying in business doesn’t always make the most financial sense. Sometimes all arrows point to selling off the assets, dividing the proceeds, and moving on. And yet, more often than one might expect, something deeper keeps these businesses going. Despite the evergreen conflicts between labor and capital, a bond is nevertheless formed in the workplace between workers and bosses. That doesn’t mean there’s never any tension between management and staff, but in well-run shops, there’s usually a sense of collective responsibility, a shared trust, a feeling that everyone is motivated to carry the whole thing forward. 

So what happens when it’s time for the owner to step back?

Lately, it’s been a question that keeps surfacing. of the country’s business owners are over the age of 55. As a , thousands of companies across the country are : 

Who will take over? What would they inherit? And what, if anything, makes this business worth keeping alive?

Whatever decisions are made will end up affecting millions of employees and their communities. cites 38% of small business owners who have no succession plan. Among those, one-third say they wouldn’t even know where to begin. 

That kind of uncertainty shows up everywhere, from hiring and retention to investment decisions and overall morale.

A Company’s Legacy Comes in Many Forms

While family businesses can often take center stage in these conversations, the truth is that you don’t need your name on the sign to feel like what you’ve built is worth preserving. What matters is the culture you’ve created, the people who’ve stayed with you, and the sense of meaning woven into the everyday.

Across the country, businesses are being passed down from parent to child, mentor to apprentice, founder to operator. Some transitions are formal. Others unfold gradually, without ceremony. But the connective tissue is a mindset: this matters, and it’s worth protecting. And on a more practical level, it sure beats working for someone else.

Take in Vermont, for instance: a 200-year-old business that transitioned to employee ownership while staying true to what made them successful in the first place. 

“Everyone truly does have a stake in the business,” CEO Karen Colberg . “Everyone has a right — and I take this so seriously — to express any concern about what we’re doing and how we’re doing that . . . There’s that spirit of, ‘We’re all in this together.’ It’s definitely powerful.”

Another example of values-led succession planning comes from , the legendary deli in Ann Arbor. Rather than franchising, selling, or handing the business over to relatives, the co-founders chose to transfer ownership to an employee ownership trust. The move to an EOT structure was designed to keep the company independent and reward longtime employees. It was a way to preserve the culture they spent decades building.

The trust was created in 2015 and includes ownership from founders Paul Saginaw and Ari Weinzweig, chief accounting officer Ron Mauer, and a growing number of employees who’ve chosen to buy in.  

Profits are distributed annually to employee-owners. If someone leaves the company, their share is sold back, keeping ownership contained within Zingerman’s itself. As of 2023, about a third of the 750-person workforce has joined. That number is expected to grow as the founders continue to step back and more of the company transitions to shared ownership.

Why’d They Do It?

The impetus for this decision between the owners came at a moment they shared on a bench outside the deli. 

“But what if we both die?” Saginaw wondered aloud, which instigated a series of conversations about the future of the company. “I realized we had no real succession plan,” he recalled , “and that the flippant answer, ‘Death is my exit plan,’ that I used to give was irresponsible.”

The trust model ensures that Zingerman’s will continue to be run by people who understand its mission, rather than outside investors or absentee owners. 

This Kind of Succession Planning Is Becoming Urgent

For many, it’s unfamiliar terrain. As New Jersey Business Magazine , even taking the first step (talking to an advisor or an attorney) can be enough to shift the weight and start a path forward.

Because what gets passed down isn’t only a matter of who controls what. The daily decisions, long-term trust, and shared sense of purpose obviously need to belong to people who care, and who want to belong. And who want to continue to belong.

For those who care about that culture, there are ways to honor it. Offering retirement benefits, for example, can be one way of saying: You helped build this. You deserve to share in what it becomes. Another method is carving out leadership opportunities for long-tenured employees: the ones who already carry the business in spirit, even if not yet in title.

Then, of course, there’s the ownership itself. Eventually, someone has to hold the keys, and how that decision gets made says everything about what kind of future the business is built for.

We can help you support what your team has built.

This isn't your standard 401(k).

Meet the 401(k) that actually gets your team retirement ready.

This isn't your standard 401(k).

Meet the 401(k) that actually gets your team retirement ready.

This isn't your standard 401(k).

Meet the 401(k) that actually gets your team retirement ready.

© 2026 Basic Capital. All rights reserved.

Basic Capital Group Inc. and its affiliates and subsidiaries (collectively, "Basic Capital") provide this website and its contents for informational and educational purposes only. The information on this website is general in nature and is not intended to address the circumstances of any particular individual or entity.  Nothing on this website constitutes investment, financial, legal, tax, or accounting advice, nor should it be construed as a recommendation or endorsement of any specific investment product, strategy, or service. Basic Capital does not provide legal, tax, or accounting advice. You should consult with your own qualified financial, legal, and tax advisors before making any investment decisions. Our site uses a third party service to match browser cookies to your contact information. We then use another company to send special offers on our behalf.

Recordkeeping Services

Recordkeeping services are provided through Basic Capital Recordkeeping Services LLC, a wholly owned subsidiary of Basic Capital Group, Inc. Unless expressly agreed to in writing, Basic Capital Recordkeeping Services LLC does not act as a fiduciary under the Employee Retirement Income Security Act of 1974, as amended, with respect to any employee benefit plan.

Investment Advisory Services

Investment advisory services are provided through Basic Capital Advisors LLC, a wholly owned subsidiary of Basic Capital Group Inc. registered with the State of New York as an investment adviser. Registration does not imply a certain level of skill or training. Investing involves risk, including the potential loss of principal. Past performance is not indicative of future results.
Investments in securities are: Not FDIC Insured • Not Bank Guaranteed • May Lose Value.
Neither Basic Capital Advisors LLC nor its affiliates are a registered broker-dealer or engage in securities brokerage activities. Furthermore, Basic Capital Advisors LLC and its affiliates do not act as a broker-dealer.

Investment Financing (“The Retirement Mortgage”)

Basic Capital’s investment financing arrangement called The Retirement Mortgage is not a security registered under the Securities Act of 1933 or an investment company registered under the Investment Company Act of 1940. This arrangement is not subject to the same regulatory requirements as the investment advisory services provided by Basic Capital Advisors LLC. The investment financing arrangement involves the use of financing or leverage, which carries additional and significant risks beyond those associated with standard investing. This arrangement may not be suitable for all investors. You should carefully consider the investment objectives, risks, terms and conditions, fees and expenses of The Retirement Mortgage before taking advantage of The Retirement Mortgage.  Please review all applicable terms, conditions, and risk disclosures specific to the investment financing arrangement before proceeding.

Basic Capital, 52 Walker Street, 5th Floor, New York, NY 10013 | 888-460-4901

© 2026 Basic Capital. All rights reserved.

Basic Capital Group Inc. and its affiliates and subsidiaries (collectively, "Basic Capital") provide this website and its contents for informational and educational purposes only. The information on this website is general in nature and is not intended to address the circumstances of any particular individual or entity.  Nothing on this website constitutes investment, financial, legal, tax, or accounting advice, nor should it be construed as a recommendation or endorsement of any specific investment product, strategy, or service. Basic Capital does not provide legal, tax, or accounting advice. You should consult with your own qualified financial, legal, and tax advisors before making any investment decisions. Our site uses a third party service to match browser cookies to your contact information. We then use another company to send special offers on our behalf.

Recordkeeping Services

Recordkeeping services are provided through Basic Capital Recordkeeping Services LLC, a wholly owned subsidiary of Basic Capital Group, Inc. Unless expressly agreed to in writing, Basic Capital Recordkeeping Services LLC does not act as a fiduciary under the Employee Retirement Income Security Act of 1974, as amended, with respect to any employee benefit plan.

Investment Advisory Services

Investment advisory services are provided through Basic Capital Advisors LLC, a wholly owned subsidiary of Basic Capital Group Inc. registered with the State of New York as an investment adviser. Registration does not imply a certain level of skill or training. Investing involves risk, including the potential loss of principal. Past performance is not indicative of future results.
Investments in securities are: Not FDIC Insured • Not Bank Guaranteed • May Lose Value.
Neither Basic Capital Advisors LLC nor its affiliates are a registered broker-dealer or engage in securities brokerage activities. Furthermore, Basic Capital Advisors LLC and its affiliates do not act as a broker-dealer.

Investment Financing (“The Retirement Mortgage”)

Basic Capital’s investment financing arrangement called The Retirement Mortgage is not a security registered under the Securities Act of 1933 or an investment company registered under the Investment Company Act of 1940. This arrangement is not subject to the same regulatory requirements as the investment advisory services provided by Basic Capital Advisors LLC. The investment financing arrangement involves the use of financing or leverage, which carries additional and significant risks beyond those associated with standard investing. This arrangement may not be suitable for all investors. You should carefully consider the investment objectives, risks, terms and conditions, fees and expenses of The Retirement Mortgage before taking advantage of The Retirement Mortgage.  Please review all applicable terms, conditions, and risk disclosures specific to the investment financing arrangement before proceeding.

Basic Capital, 52 Walker Street, 5th Floor, New York, NY 10013 | 888-460-4901

© 2026 Basic Capital. All rights reserved.

Basic Capital Group Inc. and its affiliates and subsidiaries (collectively, "Basic Capital") provide this website and its contents for informational and educational purposes only. The information on this website is general in nature and is not intended to address the circumstances of any particular individual or entity.  Nothing on this website constitutes investment, financial, legal, tax, or accounting advice, nor should it be construed as a recommendation or endorsement of any specific investment product, strategy, or service. Basic Capital does not provide legal, tax, or accounting advice. You should consult with your own qualified financial, legal, and tax advisors before making any investment decisions. Our site uses a third party service to match browser cookies to your contact information. We then use another company to send special offers on our behalf.

Recordkeeping Services

Recordkeeping services are provided through Basic Capital Recordkeeping Services LLC, a wholly owned subsidiary of Basic Capital Group, Inc. Unless expressly agreed to in writing, Basic Capital Recordkeeping Services LLC does not act as a fiduciary under the Employee Retirement Income Security Act of 1974, as amended, with respect to any employee benefit plan.

Investment Advisory Services

Investment advisory services are provided through Basic Capital Advisors LLC, a wholly owned subsidiary of Basic Capital Group Inc. registered with the State of New York as an investment adviser. Registration does not imply a certain level of skill or training. Investing involves risk, including the potential loss of principal. Past performance is not indicative of future results.
Investments in securities are: Not FDIC Insured • Not Bank Guaranteed • May Lose Value.
Neither Basic Capital Advisors LLC nor its affiliates are a registered broker-dealer or engage in securities brokerage activities. Furthermore, Basic Capital Advisors LLC and its affiliates do not act as a broker-dealer.

Investment Financing (“The Retirement Mortgage”)

Basic Capital’s investment financing arrangement called The Retirement Mortgage is not a security registered under the Securities Act of 1933 or an investment company registered under the Investment Company Act of 1940. This arrangement is not subject to the same regulatory requirements as the investment advisory services provided by Basic Capital Advisors LLC. The investment financing arrangement involves the use of financing or leverage, which carries additional and significant risks beyond those associated with standard investing. This arrangement may not be suitable for all investors. You should carefully consider the investment objectives, risks, terms and conditions, fees and expenses of The Retirement Mortgage before taking advantage of The Retirement Mortgage.  Please review all applicable terms, conditions, and risk disclosures specific to the investment financing arrangement before proceeding.

Basic Capital, 52 Walker Street, 5th Floor, New York, NY 10013 | 888-460-4901