Boomer business exits create wealth opportunities for millennials

Image Credits: UnsplashImage Credits: Unsplash
  • Over half of small businesses in the US are owned by people over 50, representing a $10 trillion opportunity for younger generations.
  • Millennials and Gen Z are increasingly interested in acquiring existing businesses as a path to entrepreneurship and wealth creation.
  • While challenges exist, buying an established business offers advantages such as immediate cash flow, existing customer bases, and easier financing options compared to startups.

As the baby boomer generation approaches retirement age, a seismic shift is occurring in the small business landscape. Over half of small businesses in the United States are owned by individuals over 50, representing a staggering $10 trillion in value. This impending wave of retirements has created a unique opportunity for younger generations, particularly millennials and Gen Z, to step into entrepreneurship by acquiring established businesses rather than starting from scratch.

The Boomer Business Dilemma

Baby boomer business owners are facing a critical juncture as they approach retirement. Many are grappling with the question of what to do with their life's work. Should they pass it on to family members, sell to employees, or find an outside buyer? This dilemma is exemplified by George Coulam, owner of the Texas Renaissance Festival, who at nearly 90 years old, is still searching for the right successor to take over his beloved event that draws over 500,000 annual visitors.

The challenge of finding suitable successors is not unique to Coulam. Many boomer business owners are discovering that their children have little interest in taking over the family enterprise. As Edie Ellis, a Chicago-based consultant, explains, "The kids of small-business owners run the opposite direction, because they saw the lifestyle. They saw that mom and dad worked 24/7, they didn't have a weekend off, you know? They don't want to do that".

A Millennial Opportunity

For millennials with entrepreneurial ambitions, this mass exodus of boomer business owners presents a golden opportunity. As they enter their prime wealth-building years, many millennials are anxious about their financial futures, particularly in light of a turbulent housing market. Buying an existing business offers a compelling alternative to traditional paths of wealth creation.

The appeal of acquiring an established business is clear. As Neil Gutekunst, who along with his wife Jennifer acquired Shaw & Tenney, a 150-year-old manufacturer of wooden paddles and oars, puts it, "The businesses we purchased all had cash day one". This immediate cash flow, combined with existing customer relationships, brand recognition, and operational systems, can provide a significant head start compared to launching a new venture from the ground up.

The Changing Face of Business Buyers

The shift in business ownership is already underway. According to a survey by Forrester, 64% of people buying businesses were millennials or younger. This trend reflects a growing recognition among younger generations of the value in acquiring established enterprises.

Nancy Forster-Holt, a former business owner and current clinical associate professor at the University of Rhode Island's business school, shares her experience: "When we decided to retire two years ago, we thought our children might want to take over. But no one showed any interest". This scenario is playing out across the country, creating opportunities for unrelated buyers to step in and continue successful business legacies.

The Business Acquisition Landscape

The US Small Business Administration reported nearly 35 million small businesses in the country as of July 2024. While the vast majority are sole proprietorships, each year about 65,000 businesses are listed for sale on BizBuySell, an online marketplace for business transactions.

In the second quarter of 2024, BizBuySell listed over 35,000 businesses with a median asking price of $395,000 and median revenue exceeding $700,000. Interestingly, this compares favorably to the median home price of $412,000, suggesting that for some, buying a business might be a more attractive investment than purchasing property.

Advantages of Buying an Existing Business

Acquiring an established business comes with several advantages:

Immediate cash flow: Unlike startups, existing businesses often generate revenue from day one.

Established brand and customer base: Years of goodwill and customer relationships come built-in.

Existing systems and processes: Operational frameworks are already in place, reducing the learning curve.

Easier financing: Banks are often more willing to lend for acquisitions of profitable businesses.

Tangible assets: Many businesses come with equipment, inventory, or real estate that can serve as collateral.

Jennifer Gutekunst, who now owns multiple businesses in Maine with her husband, emphasizes the enjoyment factor: "It's fun," she says, adding that it "beats not having a satisfying retirement plan".

Challenges and Considerations

While the opportunity is significant, potential buyers should be aware of the challenges:

Location limitations: Many desirable businesses are in small towns or rural areas, which may not appeal to urban millennials.

Skill requirements: Some businesses require specific expertise or licenses that not all buyers possess.

Hidden issues: As Edie Ellis warns, "Have they been paying their bills? Have they been paying the IRS? You don't know what you don't know".

Lifestyle adjustments: Running a small business often means long hours and unpredictable challenges.

Market volatility: Not all small businesses are profitable, and market conditions can change rapidly.

Financing the Purchase

One of the most significant hurdles in business acquisition is financing. However, several options are available:

Seller financing: Some owners are willing to accept deferred payments or a share of future earnings.

SBA loans: The Small Business Administration offers loan programs for business acquisitions.

Traditional bank loans: Established businesses with assets often qualify for conventional financing.

Private equity: While more common for larger acquisitions, some private equity firms focus on small businesses.

The Role of Private Equity

Private equity firms have long recognized the value in small business acquisitions. The American Investment Council reported that 85% of private equity investments in 2022 were in small businesses. This institutional interest validates the potential of this market.

However, many family business owners prefer to sell to individuals who will continue their legacy rather than to Wall Street firms. This preference creates an opening for millennial buyers who can offer a more personal touch in the transition process.

The Changing Nature of Business Succession

Traditionally, small businesses were passed down through families, typically to the eldest son. This model sustained many businesses for generations, such as Dinkel's Bakery in Chicago, which operated for a century before closing in 2022 when no suitable family successor was found.

Brian Brogan, a wealth advisor and educator in family business, notes that many owners still prefer to keep their businesses in the family. However, when that's not possible, they seek buyers who will honor the company's legacy and values.

Creating Your Own Inheritance

For millennials without the prospect of inheriting family wealth, buying a small business offers a way to create their own legacy. As the article's author notes, "Buying up small businesses allows people without wealthy boomer parents to cash in on the trillions of dollars of wealth the generation is sitting on". This approach not only provides immediate business ownership but also sets up the potential for long-term wealth creation that can be passed on to future generations.

The great boomer business exodus represents a once-in-a-generation opportunity for millennial and Gen Z entrepreneurs. By acquiring established businesses, younger buyers can leapfrog many of the challenges associated with startups while benefiting from existing cash flows, customer relationships, and operational systems.

However, success in this endeavor requires careful consideration, thorough due diligence, and a willingness to adapt to the demands of small business ownership. For those who can navigate these challenges, the rewards can be substantial – both financially and in terms of personal satisfaction.

As the baton of business ownership passes from one generation to the next, it's clear that the entrepreneurial spirit remains alive and well in America. The coming years will likely see a significant reshaping of the small business landscape, driven by this generational changing of the guard.


Investing United States
Image Credits: Unsplash
InvestingAugust 1, 2025 at 5:30:00 PM

What Gen Z should understand about Trump Accounts and the future of Social Security

So here’s what just happened: a top official in the Trump administration said the quiet part out loud. And if you’re a millennial...

Investing United States
Image Credits: Unsplash
InvestingJuly 31, 2025 at 6:30:00 PM

What to know about stock option tax rules

If you’ve ever gotten an offer letter that included stock options, chances are you felt excited, confused, and maybe even a little overwhelmed....

Investing Singapore
Image Credits: Unsplash
InvestingJuly 31, 2025 at 5:00:00 PM

Forex trading 101: How to start as a complete beginner

Foreign exchange, or forex trading, is now one of the most heavily traded asset classes globally, with daily volumes exceeding US$8 trillion according...

Investing United States
Image Credits: Unsplash
InvestingJuly 29, 2025 at 2:30:00 PM

Why the Social Security paper check policy was scrapped

The Social Security Administration’s plan to phase out paper checks by September 30, 2025, was meant to mark a major modernization push. But...

Investing
Image Credits: Unsplash
InvestingJuly 28, 2025 at 1:30:00 PM

How non-qualified stock options are taxed in the US

Non-qualified stock options (NSOs) are one of the most common forms of equity compensation in the United States—but they’re also among the most...

Investing United States
Image Credits: Unsplash
InvestingJuly 28, 2025 at 1:30:00 PM

Some retirees to face 50% cut in Social Security benefits this August

In a startling turn of events, the Social Security Administration (SSA) has confirmed that certain retirees will see their monthly payments reduced by...

Investing United States
Image Credits: Unsplash
InvestingJuly 27, 2025 at 5:30:00 PM

Why AARP is warning Americans about Social Security retirement risk

For decades, financial professionals have warned that Social Security was unsustainable in its current form. But when AARP CEO Jo Ann Jenkins recently...

Investing Singapore
Image Credits: Unsplash
InvestingJuly 26, 2025 at 12:30:00 AM

Why Hong Kong investors are turning to Singapore

Singapore’s appeal as a financial safe haven is evolving into something more proactive—and more strategic. For affluent investors from Hong Kong and mainland...

Investing United States
Image Credits: Unsplash
InvestingJuly 25, 2025 at 4:30:00 PM

Most Americans believe they understand Social Security, AARP survey shows — but key details still trip them up

In the United States, Social Security has long served as a foundational support system for retirees, disabled individuals, and surviving family members. It...

Investing United States
Image Credits: Unsplash
InvestingJuly 25, 2025 at 3:00:00 PM

What’s really at risk in the new plan to cut Social Security

Social Security has always been sold as a promise. You work. You pay in. And later, when you’re older or disabled, it’s there...

Investing United States
Image Credits: Unsplash
InvestingJuly 24, 2025 at 11:30:00 PM

Advice on 401(k) and IRA young investors can’t afford to ignore

Jean Chatzky didn’t sugarcoat it. She rarely does. When the longtime financial journalist and CEO of HerMoney sent a sharp message about retirement...

Investing Singapore
Image Credits: Unsplash
InvestingJuly 24, 2025 at 11:30:00 PM

Why luxury condo investment in Singapore is gaining global momentum

As inflation, interest rates, and geopolitical risks continue to unsettle markets, many investors are seeking a place to park their capital with greater...

Load More