HRG Property Management Blog

Key Questions to Ask Before Selling Your Business

HRG Admin - Tuesday, October 31, 2023
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Selling a business is a significant decision, one that comes with a mix of emotions and a plethora of considerations. Whether it's a venture you've nurtured from scratch or an enterprise you've grown over the years, ensuring a smooth transition is crucial. To aid in this process, here's a list of essential questions you should ask when contemplating the sale of your business.

1. Why am I Selling?

This foundational question helps clarify your motivations. Whether it's for retirement, a desire to pursue other passions, or a belief that the business has reached its potential under your leadership, understanding your 'why' can guide the entire selling process.

2. Is Now the Right Time to Sell?

Consider the current market conditions, industry trends, and your business's financial health. Sometimes, waiting for a more opportune moment or making strategic improvements can significantly increase the business's value.

3. What is My Business Worth?

Obtaining a professional business valuation can provide insights into your business's market value. This valuation considers assets, profitability, market demand, and potential growth. While this may be of some value, a professional evaluation can be expensive.  If a business broker performs a valuation, it will often be at no charge, but there will be a commission if you use the business broker to assist your sale.  If buyers are marketing for deals, ask several for their valuation.  That is free information and a real market valuation which should include all terms..

4. Should I Hire a Business Broker or Advisor?

A professional can guide you through the complexities of the selling process, from marketing your business to vetting potential buyers and negotiating terms. Keep in mind that a business broker will charge 10-15% upon a sale. 

5. How Can I Ensure Confidentiality During the Sale?

Maintaining discretion protects your staff, customers, and suppliers from premature or speculative information that can affect morale and business operations. Most sellers do not disclose a possibility of a sale to anyone other than a potential broker, buyer, tax professional, or their attorney.  Those persons, with the possible exception of your attorney,  should sign a Non Disclosure Agreement (NDA) with you prior to any detailed discussions and certainly before sharing any documents.

6. What are the Tax Implications of Selling?

Consulting with a tax professional can help you understand potential liabilities and how to structure the sale to maximize tax efficiency.

7. Who is My Ideal Buyer?

Identifying the right buyer ensures continuity and success. Are you looking for someone who shares your vision? A competitor aiming for expansion? Or perhaps a financial investor? An ideal buyer is an immediate cash buyer.  Anything less than all cash immediately adds risk to you.  Expect a vesting period, but best to avoid earn outs which puts the final payout at risk if the business does not continue to perform as expected post sale..

8. What Information Will Potential Buyers Want to See?

Prepare to share financial statements, client contracts, employee agreements, and other pertinent details that offer transparency.

9. How Will I Communicate the Sale to Employees and Customers?

A well-thought-out communication plan ensures stability and reassures stakeholders about the transition.

10. What Role Will I Play Post-Sale?

Consider if you're willing to stay on in a consultancy role or if you prefer a clean break. Your continued involvement might be a selling point for some buyers. If you do stay, ask for a market salary for the work you are to perform.


Selling a business is more than just a financial transaction; it's a pivotal chapter in an entrepreneurial journey. By asking the right questions, you can navigate the complexities with clarity and confidence. 

At HomeRiver, we have purchased well over 30 businesses in the last few years.  We are cash buyers and offer competitive valuations.  All negotiations are confidential. Completing our new Valuation Form, located at will get you a no obligation valuation in 24-48 hours.