Avoiding the Perfect Trap: Choosing the Right Time to Sell
When it comes to selling your business, timing is crucial.
It’s the difference between leaving money on the table and maximizing the return on years of hard work. But here’s the kicker: the right time to sell isn’t waiting for you in the future—it’s something you create.
As we navigate the complexities of selling, the key lesson is this: The right time to sell is when you’ve seeded the conditions for a successful exit.
Great businesses aren’t built by accident.
They’re built with purpose, clarity, and a plan that turns vision into action. That’s what OneAccord delivers: a tailored path to help your business grow, scale, or exit with confidence.
Whether you’re navigating stalled growth, operational challenges, or preparing for a sale, our proven process provides the structure, leadership, and hands-on execution you need to move forward.
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The Illusion of the “Perfect Time”
A common trap for business owners is waiting for the perfect conditions—ideal market trends, economic stability, or flawless business performance. But striving for an “ideal” moment is much like chasing perfection. The saying goes, “Of perfection, there is no end.”
Perfection is subjective in life and business; waiting for it can cause more harm than good. Like an artist endlessly refining a painting, you may find yourself stuck, never satisfied, and never quite ready to move on.
Instead of pursuing perfection, let’s focus on fit to purpose. Ask yourself: Does your business, as it stands today, meet the goals you set when you started? Is it structured to withstand the challenges of the current market and attractive to potential buyers? These are the accurate readiness indicators, not whether the stars have aligned perfectly.
Learn how to assess your strategic positioning with Strategic Planning Services
Market Indicators to Watch
While the perfect time might not exist, there are still key indicators to watch to guide your decision. These include:
- Economic Climate: Is the economy growing or in decline? While a booming economy can drive higher valuations, a downturn might create opportunities for strategic buyers seeking bargains.
- Industry Trends: Is your sector on the rise? Market consolidation, emerging technologies, and changes in consumer behavior can all impact the timing of your sale. For instance, if you’re in a tech or retail market undergoing significant transformation, like the shift towards e-commerce or sustainability, timing your sale to align with these trends can help maximize value.
- Financial Health: Are your financials showing a consistent growth trajectory? Buyers want to see stability. Companies with steady revenue, profit margins, and manageable debt will attract better offers than those fluctuating wildly.
- Buyer Demand: Are there buyers actively seeking businesses like yours? Understanding the appetite for acquisitions in your industry can help you decide when to pull the trigger. Sectors like banking, healthcare, tech, and retail are seeing increased merger and acquisition activity.
Understand how a Quality of Earnings Guide can help buyers evaluate financial sustainability.
These indicators offer guidance, but they are only part of the picture. The real question is: how do you create the conditions that make your business ready to sell?

Creating the Conditions for a Sale
Selling a business is less about waiting for conditions to be perfect and more about ensuring that you’ve done the work necessary to make your business fit to purpose. Here’s how:
- Strengthen Financials: If buyers want predictability, focus on stabilizing your revenue streams. Diversify income sources, cut unnecessary costs, and manage your debt carefully. You want to present a clean, robust balance sheet that reflects healthy growth.
- Streamline Operations: Ensure your business runs like a well-oiled machine. Document your processes, make your business less dependent on key personnel (including yourself), and invest in technology that enhances efficiency. This makes your company more attractive by lowering the buyer’s perceived risk.
- Build Your Brand: A strong brand is a significant asset in an era where brand loyalty can drive long-term revenue. Consistent customer experience, a reputation for quality, and a recognized name in your industry can increase the appeal to potential buyers.
- Innovate Strategically: Future-proofing your business through innovation can be a game-changer. Whether adopting new technologies, expanding into untapped markets, or launching new products, showing buyers that your company is ready to meet future challenges is critical. For example, companies leading in tech integration and customer data personalization are commanding higher valuations in retail.
- Align with Market Movements: Be proactive about understanding the broader trends affecting your industry. Whether it’s shifts in consumer behavior, like the increased demand for sustainable products, or economic pressures driving consolidation, aligning your business with these movements will make it more attractive to buyers.
For deeper guidance on preparing your business for sale, read Maximizing Your Business Sale
Avoiding the Perfection Trap
The perfect business sale is unlike the ideal business.
There will always be one more improvement, one more project to finish, or one more market condition to align with. But remember: fit to purpose is more important than perfection. If your business is structurally sound, financially healthy, and aligned with market trends, it’s ready to sell—even if it’s not flawless.
Perfection is an endless pursuit, but readiness is a state you can achieve. The more you prepare your business—financially, operationally, and strategically—the better positioned you’ll be when the right buyer comes along. It’s not about catching the market at the moment; it’s about making your business attractive, valuable, and ready to transition whenever the opportunity arises.
Check out our post on Avoiding the Hidden Costs of Complacency for more insights on missed timing.
Don’t Miss Your Moment
Are you waiting for the perfect time to sell?
Don’t fall into that trap. The best way to ensure you don’t miss your window is by staying informed and prepared.
Let’s brainstorm on your perfect exit. Contact us to build a plan tailored to your timing and goals.
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Managing Principal at OneAccord
FAQs: Strategic Business Planning & Support
Strategic Planning creates a roadmap for your company with clear initiatives, responsibilities, and goals. Business Coaching with OASYS helps your team implement that roadmap through better systems, leadership, and team alignment.
When you’re facing transition, gaps in leadership, or need momentum during key growth or exit phases. It’s a cost-effective way to get experienced leadership without a long hiring cycle.
Yes—but it often leads to deeper engagements. About 70% of our strategic planning clients move into coaching or executive support once they see the results.
No. We specialize in helping mid-market businesses—typically $5M–$100M in revenue—across industries prepare for growth, scale, or succession.
We typically begin with a consultation, followed by a discovery phase. Depending on the engagement type, we can often begin work within 2–3 weeks.