Step 1: Decide When and Why to Sell
Selling a business is a major life decision that requires clear motivation and reflection on timing. While money is often the main driver, take time to reflect on what's genuinely motivating you to transition your company.
As you weigh options, consider two things:
1.Selling shouldn't be an urgent decision.
Despite beliefs that opportunities fade fast, most companies have inherent, stable value from customer relationships, talent, processes, and market share. Be patient. Quality buyers will appear.
2.Selling is not quitting.
Nor does it require severing company ties. Many owners sell majority stakes while remaining integral to operations and strategy. Others retain minority shares to participate in future growth. With the right buyer fit, you leave on your terms.
The decision to sell is ultimately driven by personal and market factors unique to every owner's situation. However, there are several motivations to sell. Once you're clear on yours, you'll want to prepare your business for sale.
7 Reasons Business Owners Sell Their Business
If you're reading this, you might be at least a little interested in selling your business. Below are the seven main reasons why owners, like you, decide to sell. Some might resonate more than others.
Financial Security
While other motivations drive timing, sales proceeds provide retirement savings and lifelong financial comfort after decades spent plowing profits back into the business.
Exhaustion
Building and running a growing small business is grueling and all-consuming. It requires massive effort across every area, from winning new customers to paying bills and handling employee issues. After years of this relentless grind, you may find yourself on the verge of burnout. Selling gives you freedom to focus energy elsewhere.
Health Considerations
Likewise, the daily stresses and constant problem-solving of business ownership can negatively impact personal health, especially as you get older. Selling allows you to add years to your life after years of hard-fought success.
Family & Life Obligations
Changing life circumstances like marriages, new children, divorces, aging parents, or other family responsibilities often help crystallize the decision to transition away from full-time leadership.
Risk Mitigation
Every business faces ups and downs over time across factors like customer demand, supplier costs, competition, technology change, regulatory shifts, and economic cycles. Selling allows you to de-risk your financial position after weathering years of storms.
Legacy Planning
As a business becomes successful, most owners care deeply about legacy: ensuring the company and employees are looked after once they step away while reputation and brand remain intact.
Personality/Skills Mismatch
The entrepreneurial traits that made you successful in launching and growing a scrappy business often differ from the skills required to graduate into a larger company. The same tendencies that got you here may be holding your team back from getting to the next level.
Common Misconceptions About Selling a Small Business
Many sellers hold incorrect beliefs about the process that lead to avoidable mistakes. Dispelling these assumptions upfront helps set realistic expectations.
"I can sell my business in just a few months."
Truth: It will virtually never take less than 6 months for a business doing $1m+ of revenue.
"I can sell my business without letting the buyer meet key members of my team, or get data on our margins and customers."
Truth: Due diligence is comprehensive.
"I don't need to talk to too many buyers."
Truth: Limited outreach is a common cause of seller's remorse.
"My family lawyer can handle this."
Truth: You need lawyers and accountants with M&A experience in small business sales.
"My business will sell for the same multiple my friend got."
Truth: Price is a case-by-case basis. Avoid taking hearsay as gospel.
Don't Try to "Time" the Market
While it's tempting to hold out for perfect market conditions, this rarely works in practice and can backfire through loss of momentum.
Focus first on personal motivations, goals for the transition, and finding a buyer who shares your values. Even if the market conditions are favorable, you shouldn't push a sale before you're ready. This often results in a deal you're not happy with.
Set Clear Goals Before Selling Your Business
Before starting the process of finding buyers and negotiating deals, outline your specific desired outcomes across these areas:
Ideal Transition Timeline
From immediate complete exit to 2+ years of ongoing leadership
Post-Sale Role
From no involvement to continuing full-time in leadership
Type of Buyer
From owner-operator to search fund to private equity
Deal Priorities Beyond Valuation
Protecting legacy, culture fit, employee welfare
Cheat Sheet from "The Messy Marketplace"
Use these prompts to narrow down your target outcomes:
I want between $__ and $__ of cash as a financial result.
I'm looking for a buyer/partner that will take the ____ role in the company.
The characteristics/values of an ideal buyer would be: ____
My ideal timeline for a transaction would be __, but I'd be happy to sell in __ years.
My top non-financial goals are: ____
Source: The Messy Marketplace by Brent Beshore
Get a Sense of What Your Business Is Worth
Before setting financial expectations, it helps to understand your business's approximate value. Our free valuation calculator can give you a data-driven estimate based on comparable transactions.
Frequently Asked Questions
How long does it take to sell a small business?
For businesses doing $1M+ in revenue, expect at least 6 months from start to close. The process includes preparation, finding buyers, negotiations, due diligence, and closing. Rushing the process often leads to suboptimal outcomes.
When is the best time to sell my business?
The best time is when you're personally ready and your business is performing well. Avoid trying to "time the market" - focus on your motivations, goals, and finding the right buyer rather than waiting for perfect conditions.
Can I sell my business and still stay involved?
Yes. Many owners sell majority stakes while remaining involved in operations or strategy. Others retain minority shares to participate in future growth. The structure depends on buyer preferences and your goals.
Do I need a broker to sell my business?
Not necessarily. While brokers can help with complex deals, many small business owners get better results connecting directly with qualified buyers. Brokers typically charge 10-15% of the sale price.
What are the main reasons business owners decide to sell?
The seven main motivations are: financial security (retirement savings), exhaustion/burnout, health considerations, family obligations, risk mitigation, legacy planning, and personality/skills mismatch as the company outgrows the founder's strengths.
Should I sell my business if I'm burned out?
Burnout is a valid reason to sell, but don't make the decision hastily. Take time to reflect on whether the burnout is temporary or if it's genuinely time to exit. Selling under pressure often results in worse outcomes.
How do I know if my business is ready to sell?
Key indicators include: stable or growing revenue, documented processes, a management team that can operate without you, clean financial records, and diverse customer base. The more "owner-dependent" the business, the harder it is to sell.
What mistakes do business owners make when deciding to sell?
Common mistakes include: trying to time the market, making the decision under pressure, not reflecting on true motivations, assuming the process will be quick, and not considering what they want post-sale (involvement, legacy, etc.).
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