
So you’ve made the decision.
You need to sell your business in Tampa.
Now comes the next question:
Who are you going to trust with it?
There are plenty of business brokers.
There are also plenty of people who will tell you they can get you the highest price.
I’d be careful with that.
After more than 20 years in this business, I’ve learned that selling a business isn’t about who gives you the biggest valuation on the first meeting.
It’s about who can help you get the right deal across the closing table.
Ask How Many Businesses Like Yours They’ve Sold
This should be your first question.
If you own a restaurant, ask how many restaurants they’ve sold.
If you own an HVAC company, ask about HVAC.
If you own a vacation rental management company, ask about vacation rental management companies.
Industry experience matters because every business has its own issues.
A broker who understands your industry knows what buyers are going to ask before they ask it.
Ask What Those Businesses Actually Sold For
Here’s another important distinction:
Listings aren’t transactions.
Anybody can put a business on the market.
The question is whether they can get it sold.
Ask the broker:
“What did those businesses actually sell for?”
Then ask:
“What was the asking price?”
You may learn something very interesting.
The market doesn’t care what the owner hopes to get.
The market cares about what qualified buyers are willing to pay.
I’ve written about this extensively in How to Price a Business for Sale to Maximize Value and Attract the Right Buyers.
Ask How They Determine Value
A good broker should be able to explain valuation without making it sound like rocket science.
For some businesses, Seller’s Discretionary Earnings are a major factor.
For larger companies, EBITDA may be more appropriate.
Then there are comparable transactions, assets, recurring revenue, growth, customer concentration, owner dependence and industry risk.
I also like to look at actual Florida transaction data.
That’s one reason I use the Business Brokers of Florida database when analyzing Florida businesses.
I’ve written about why Florida business comps matter.
Ask How They Protect Confidentiality
This one should be non-negotiable.
Selling a business is not something you necessarily want advertised to everyone in Tampa.
Your employees don’t need to hear about it from a competitor.
Your customers don’t need to hear about it from a stranger.
Your vendors don’t need to start calling you.
Ask the broker:
“Walk me through your confidentiality process.”
A broker should have a system for identifying, qualifying and communicating with potential buyers while protecting sensitive information.
Ask How They Find Buyers
This is where a broker’s network becomes important.
Does the broker have a buyer database?
Does the firm market nationally?
Does the broker work with other brokers?
Does the broker contact strategic buyers?
Does the broker have relationships with lenders and professional advisors?
The more qualified buyers you can put in front of a business, the better your chances of creating competition.
Ask About Financing
A lot of small business transactions involve financing.
That means your broker needs to understand what lenders are looking for.
The buyer may love the business.
You may love the offer.
But if the financing doesn’t work, you don’t have a transaction.
The broker needs to understand the relationship between valuation, cash flow, debt service, down payment, working capital and the buyer’s financial position.
Ask Who Will Actually Handle Your Deal
This is one that doesn’t get asked enough.
Who is going to negotiate the transaction?
Who will deal with the buyer?
Who will handle the difficult conversations?
Who will coordinate with the CPA and attorney?
Who will be there when due diligence gets uncomfortable?
You aren’t hiring someone to put your business on a website.
You’re hiring someone to help you navigate one of the biggest financial transactions of your life.
Don’t Pick a Broker Based Only on Commission
Of course you should understand the fee.
But I wouldn’t make commission the deciding factor.
If Broker A charges 1% less but gets you $300,000 less for the business, did you really save money?
Probably not.
Likewise, if Broker B tells you your company is worth $3 million because that’s what you want to hear—but the market will only support $2 million—you’re not better off.
You need someone who will tell you the truth.
You Don’t Need a Cheerleader
You need an advisor.
If your financial statements are messy, your broker should tell you.
If your asking price is unrealistic, your broker should tell you.
If you’re too dependent on the business, your broker should tell you.
If you should wait 12 months and make improvements before selling, your broker should tell you.
That’s what you’re paying for.
Why Experience Matters
I’ve been a business broker in Florida since 2005.
Over the years, my team and I have closed more than 450 transactions representing over $1 billion in sold business volume.
That experience doesn’t guarantee every deal will be easy.
It does mean I’ve seen a lot of things go wrong.
And I’ve learned how to recognize problems before they become deal killers.
That’s valuable.
So How Do You Choose?
Interview two or three brokers.
Ask difficult questions.
Ask about actual transactions.
Ask for comparable sales.
Ask how they market.
Ask how they protect confidentiality.
Ask how they handle financing.
And then ask yourself one final question:
“Do I trust this person with the biggest financial transaction of my life?”
If the answer is yes, you’ve probably found the right broker.
Michael Shea represents the Tampa Florida Transworld office. In business since 2005, he has established a reputation as a trusted business broker across Florida’s key markets- from Tampa to Orlando, Melbourne, and more. Over the past two decades, Michael and his team have closed over $1 Billion in sold business volume and presided over more than 476 transactions. His credentials include the IBBA Certified Business Intermediary®, and most recently, the prestigious Certified Exit Planning Advisor® (CEPA) credential. He is also a Florida Licensed Real Estate Broker and Business Brokers of Florida Board Certified Intermediary . Shea is a member of the VRMA and a recognized expert in property management and vacation rental management business sales
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