What are the 5 Key Questions to Ask When Selling Your Business?

questions to ask when selling your business

Whether you’ve been planning on selling your business since you started it, or you woke up one morning and said, “I’m done!”, there are some things that you need to consider before hanging a for sale sign on your shingle. It can be tough to let go of a business you’ve poured your blood, sweat, and tears into for years. But if you’re at a point where you’re ready to sell, it’s essential to make sure you have your ducks in a row. Here are the five key questions you should answer before selling your business.

How do I know when to consider selling or transitioning my business?

There are many factors to consider when deciding whether or not to sell or transition your business. First, you must ask yourself if you are ready to move on from the company. Do you have other interests that you want to pursue? Are you burned out and ready for a change? It may be time to move on if you are no longer passionate about the business.

Another factor to consider is the financial health of the business. Is the business profitable? Are you struggling to keep up with bills and meet your financial obligations? If the business is no longer financially viable, it may be time to sell.

It would be best if you also considered your circumstances. Are you facing personal health issues? Do you have family commitments preventing you from giving the business the attention it needs? If your personal life impacts your ability to run the business, it may be time to sell or transition.

Ultimately, there is no right or wrong answer when it comes to deciding whether or not to sell or transition your business. It is a personal decision that depends on your circumstances. However, by taking the time to consider all the factors involved, you can decide what is best for you and your business.

How do I know if I’m personally ready to sell?

If you’re considering selling your business, there are a few things to consider. First, does the market support a sale? Are there potential buyers out there who are willing to pay what your business is worth? Second, is your business in good shape? Have you been keeping up with maintenance and repairs? Are your financials in order? Finally, are you emotionally ready to let go of your business? If you can answer yes to these questions, then you might be prepared to sell. Of course, there’s no perfect answer, and ultimately it’s up to you to decide when the time is right. But if it is time for a change, it could be time to start exploring your options.

What are Buyers looking for in a business?

When selling your business, you want to find a buyer who is a good fit. But what exactly are buyers looking for? Often, they’re looking for a company in a growth industry with the potential for further expansion. They also want a well-run operation with solid financials and a proven track record. Additionally, they’ll want to know that the business has a strong management team and a clear plan for its growth. By doing your homework and knowing what buyers are looking for, you can increase your chances of finding the right buyer for your business.

How can I sell my business for more?

Selling your business is a big decision. You’ve worked hard to build it up, and now you want the best price. But how can you ensure that you sell your business for more?

There are a few things you can do to increase the value of your business and make it more attractive to potential buyers:


    1. Focus on top-line growth. This means increasing revenue and improving profitability.

    1. Invest in your team. A strong and skilled team will be a valuable asset to any buyer.

    1. Make sure your business is well-positioned for growth.

Buyers will look for businesses with a solid foundation to grow and scale.

By taking these steps, you can give yourself the best chance of selling your business for more. Of course, there’s no guarantee that you’ll get your asking price, but by following these tips, you can improve your chances of getting the best possible return on your investment.

What will I do with myself after the sale of my business?

You’ve worked hard for years, building your business from the ground up. You’ve sacrificed a lot of time and energy, and it’s finally paying off. You’re selling your business for more than you ever thought possible. But now what? What will you do with yourself after the sale? It can be tough to imagine life without your business. But it’s important to remember that you’re not selling your identity; you’re selling a business. And you can do plenty of other things with your time and talents. You may be interested in doing something philanthropic, travelling, spending time with family or even starting another business. Take some time to figure out what those things are, and don’t be afraid to explore them. You might find something even better than your business.


I’ve talked to several entrepreneurs who have said they don’t plan on retiring, then they wake up one day and say, “I want out!” Preparing your business for sale requires time. The business owner needs time to prepare the company to be sold. They need to figure out strategies to minimize the taxes they will pay. They need to train staff and management for the transition. Also, they need to get the business to run efficiently without the owner, and by doing this, you maximize the business’s selling price. Let’s not minimize the psychological impact of transitioning out of your business and into another endeavour. There likely will be other questions along the way, but focus on answering the above questions.

Chris’ Bio

Through the bankruptcy of his first business, a strong balance sheet means nothing unless you can get the money out of your business and into your hands personally and tax efficiently.

When selling your business this is even more relevant, as this likely will represent the single largest tax event in your lifetime. You can write a big cheque to CRA or you can give to a cause that you are passionate about. There is a strategic way that you can get the money you gave to a charity back into your family’s hands again

His business, The Finish Line Group, aims to help support the entrepreneur’s financial, philanthropic, and emotional needs.

Chris’ Why Statement is, “To openly communicate the lessons learned from my past so that others will thrive in their lives, minimize their setbacks and leave a positive and lasting legacy.”