Selling Your Business: The Timing Matters More Than You Think – 6.18.26

Selling a business is often one of the most significant financial decisions an owner will make. However, determining the right time to sell is not always straightforward.

In this episode of Healthy, Wealthy & Wise, Tessa speaks with BWFA Managing Director of Mergers & Acquisitions Brian McMillan about business exit decisions. They discuss the factors that influence timing and why planning ahead can make a meaningful difference.

The discussion explores the difference between emotional and financial decision-making. Many owners begin considering a sale because of retirement, stress, or changing priorities. However, those who plan several years in advance often position themselves for stronger outcomes.

Brian explains how clean financial records can improve buyer confidence. He also discusses the benefits of professional accounting support and long-term preparation. Together, these factors can help maximize business value.

The conversation highlights common issues that can complicate a transaction. Examples include personal expenses running through the business and unrealistic valuation expectations. These issues can reduce buyer confidence and slow the process.

The episode also covers personal timing versus market timing. In addition, Brian discusses signs that an owner may have waited too long to start planning. He explains why understanding your financial position is important before making a decision.

Ultimately, selling a business involves more than finding a buyer. A thoughtful exit strategy can help business owners align their personal goals, financial needs, and long-term plans as they prepare for the next chapter of their lives.

This episode is part one of BWFA’s Business Owner Series. Future conversations will explore business valuation, retirement strategies, and other planning considerations that can affect a successful transition.