Running your own business is one of the most rewarding and demanding experiences you can undertake. It takes grit, heart, and years of focus to grow something from the ground up. But no matter how invested you are, no business owner can avoid the inevitable question: When should I sell my business?
For some, it’s a question that can surface suddenly—maybe after receiving an unexpected offer or simply during a moment of personal reflection. For others, it creeps in slowly, tied to long-term retirement goals or as part of the plan from day one.
No matter how or when the idea takes root, what matters most is how you respond to it. And the best way to respond is with a plan. Burkes Brothers is here with this guide to help you understand your options and outlooks so you can feel confident, no matter the decision you make.
When Should I Sell My Business? A Guide to Knowing the Right Time and the Right Strategy
If you’re asking, “When should I sell my business?”, the real question might be, “Am I prepared to sell if the opportunity arises?” Selling a business is not just a financial decision—it’s a lifestyle shift, a legacy decision, and a leap into what’s next.
Creating your exit strategy early is the most powerful move you can make. It gives you peace of mind, increases your potential payout, and frees you to walk away on your terms, whether that means enjoying retirement, funding a new dream, or handing your company over to someone you trust.
Why Business Owners Decide to Sell
There is no universal blueprint for the right time to sell. The decision is deeply personal and influenced by a combination of financial, emotional, and situational factors.
Some of the most common reasons business owners come to the point of sale include:
Achieving Financial or Strategic Milestones
Some entrepreneurs launch a business with the clear intention of reaching a specific goal—like revenue, market expansion, or customer base size—and then step away. Once those milestones are reached, the question, “Should I sell my business now?” becomes more pressing.
Life Goals Are Shifting
Personal priorities change over time. What felt energizing ten years ago may now feel draining. Maybe you’re craving more time with family, or looking to travel or pursue passions outside of work. Selling your business can create room for these new goals.
Retirement is on the Horizon
Retirement plans for small business owners aren’t always straightforward. Without a corporate pension or a standard exit timeline, it’s crucial to create a structured approach that transitions your business into cash or other assets that support your lifestyle in the next phase.
Unexpected Opportunities Arise
Sometimes a buyer approaches out of the blue, or a new venture becomes available that aligns better with your current interests. Without preparation, you may not be ready to evaluate or act on these opportunities effectively.
Burnout or Fatigue
Running a business is demanding, and if you’re feeling overwhelmed, you aren’t alone. When energy wanes or excitement fades, it may be time to consider an exit before performance starts to decline.
Whatever the reason, the path forward becomes clearer—and more profitable—when supported by a thoughtful strategy.
The Role of Business Exit Planning
When you start asking yourself, “How do I know when to sell my business?”, it’s time to think beyond just timing. You need structure. You need clarity. That’s where business exit planning becomes important.

An exit plan doesn’t have to mean you’re selling tomorrow. In fact, the best time to create one is years before you’re ready to move on. It gives you time to shape your company into a more valuable, sale-ready enterprise and builds the foundation for a clean handover.
Here’s what a strong exit plan can provide:
- A Clear Financial Picture
You’ll understand how much your business is worth, what kind of sale price you need to support your post-exit lifestyle, and what steps to take now to increase its value over time. - Control Over Timing and Process
Instead of reacting to offers in a moment of stress or uncertainty, you’re positioned to make calm, informed decisions based on a well-developed roadmap. - Minimized Tax Liabilities
Strategic planning helps reduce the impact of taxes and transaction costs, which can otherwise take a significant bite out of your sale proceeds. - Alignment with Long-Term Goals
A solid plan ties your business transition to your personal vision for the future—retirement, legacy-building, or a new adventure.
Without an exit plan, business owners often sell under pressure, accept less-than-ideal offers, or walk away with far less than they could have earned. Planning creates leverage, and that leverage translates to options and better outcomes.
How Burkes Brothers Helps You Sell on Your Terms
Knowing “how to sell my business” isn’t something that comes naturally to most entrepreneurs. You’ve focused your energy on building the business, not necessarily on leaving it. That’s why Burkes Brothers exists—to help business owners like you make strategic, confident decisions about their next chapter.
Our approach focuses on creating a roadmap that puts you in the driver’s seat. Based in Huntington Beach, CA, and serving entrepreneurs across the country, we work to increase business value while building out a customized exit strategy that reflects your personal and professional goals.
Our work goes beyond basic advice. We support business owners with hands-on guidance, practical strategies, and access to valuable connections that help smooth the transition. From initial planning to deal structuring, we’re with you every step of the way.
Take the First Step—Start Planning Today
Start your business exit planning now. Burkes Brothers is here to walk with you through every decision and milestone. Don’t wait for a perfect moment to appear. Create it—with preparation, clarity, and the right support.
Let’s build your next chapter together. Reach out today to begin exploring what a successful exit looks like for you.