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Selling a Business: Lessons I Learned the Hard Way

  • Writer: Crissy Collins
    Crissy Collins
  • Sep 2, 2025
  • 3 min read

Updated: Sep 3, 2025

Top 3 mistakes I made when selling my business. Crissy Collins. Blue background with pink and yellow accents. White text.

We sold our HVAC business in 2022. After years of long hot summers, tough decisions, and the rollercoaster of entrepreneurship, I thought we were ready. But looking back, I see the mistakes I made — mistakes that could have been avoided with the right guidance.


Mistake #1: Bad Partnerships and Eager Exits

Partnerships can be powerful catalysts for growth—but they can also become sources of deep frustration. In my case, I was so eager to escape a challenging business relationship that I overlooked the importance of a thoughtful strategy.

Picture this: I'm working from home, juggling the demands of a newborn baby, while my husband is leading his team from a sweltering attic. Meanwhile, the partner we brought into the business a few years prior is out on a boat, enjoying daily fishing trips—funded by the company. Those were precious moments with my family that I can never reclaim, all while my partner continued to make decisions that jeopardized our hard-earned progress. It became clear: he had to go.

Driven by urgency, I made hasty decisions to sever ties. But in doing so, I left money on the table and limited my options for a smoother, more beneficial transition. Looking back, I realize that taking the time to plan carefully could have led to a stronger, healthier outcome for everyone involved.

Lesson: If partnerships are strained, that’s even more reason to slow down and plan. A business broker can help structure the exit so you leave on your terms — not under pressure.


Mistake #2: Not Having the Right Support Team

I didn’t have the proper advisors—no tax strategist, no financial planner, and no legal expert guiding me through the process. And you know what? That gap cost me—both financially and emotionally. Exit planning isn’t just about signing a deal; it’s about protecting your legacy and preparing for life after the sale.

The truth is, exit planning is a strategic endeavor, not just paperwork. Skipping it leaves you exposed. Having the right business broker with a network of trusted advisors will bridge the gap between your sale and your future dreams.

Lesson: Build your team early. The right business broker will have a trusted network of accountants, tax advisors, and attorneys to create the safety net you need for a smooth and profitable transition.


Mistake #3: Selling a Business Without Representation

Since 2022, private equity firms have scooped up nearly 800 HVAC, plumbing, and electrical companies nationwide—creating a real whirlwind of consolidation in this space.

On paper, it looks appealing. But in reality? You’re up against billion-dollar firms, with teams of financial and legal experts behind them. And with that kind of imbalance, you need someone in your corner—an expert who can help you understand your valuation, preserve your worth, and guide you toward a deal that honors all the blood, sweat, and tears you've poured into your business.

When private equity came knocking, I thought it was a golden opportunity. The truth? I committed to selling my life's work without representation. Without a business broker advocating for me, I didn’t fully understand the valuation, or the leverage I had.

Lesson: Never walk into a negotiation without someone in your corner who knows the landscape. A business broker not only protects your interests but also helps unlock better deal structures you might not even know exist.

Blue background with yellow and white accents. Text says Oh No! I made big mistakes.

Why Exit Planning Makes All the Difference

Selling a business is not just a transaction — it’s a transition. Without a business broker, you risk undervaluing your business, losing negotiating power, or facing unnecessary tax burdens. With a plan, you gain clarity, confidence, and the peace of mind that comes with knowing you’ve done right by yourself, your employees, and your future.

I've been right where you are and I am here to help! Your exit isn’t just a closing act, but the opening to another great chapter.


Moving Forward

If you’re a business owner considering an exit, learn from my mistakes:

  • Don’t let urgency dictate your timeline.

  • Don’t go without a strong support team.

  • Don’t face it alone.


It took grit to build your business, and now it takes wisdom to plan the exit.


Without expert support, you risk losing more than just dollars—you risk losing the future you’ve worked so hard to secure. That’s where I come in. As an experienced business broker, I’ll guide you through every step—valuation, negotiation, strategy, and protection—ensuring you walk away with more than a payout, but with peace of mind and purpose intact.

Let’s honor your grit with wisdom. Ready when you are—let’s connect and craft an exit that serves your legacy, your future, and what comes next.


Sunbelt Business Brokers logo. Yellow and blue. Tagline: The place to go to buy or sell a business.

 
 
 

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Crissy Collins | Business & Real Estate Broker

GA Real Estate Salesperson License 418072 | FL Real Estate Broker License BK3615752

(478) 258 - 0747 (c) | (904) 807-8134 (o)

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