Dear Searchers, AI just makes you look silly if you don't know how to use it
Nearly every day, and sometimes multiple times per day, searchers reach out to me about a business listed for sale. Given I am a broker, you would think that is great -- until you realize the listings searchers are asking about sold five, eight, sometimes ten or more years ago.
I'm not writing this to shame anyone. I understand why it's happening. A lot of you are using AI tools to build target lists and automate outreach, and that's a wise idea. But AI is pulling from cached pages, scraped listing aggregators, and archived data, then handing it to you with total confidence. You send a polished, personalized email to me about a deal that sold long before you started your search fund (some of you may still have been in grade school). Your first impression with a broker is that you didn't check.
Brokers talk to each other. The searcher community already has to work against the perception that searchers are tire-kickers who waste time. Inquiring on a listing that closed in 2014 doesn't help that.
The fix is easy, and it uses the same AI you're already using. You just have to ASK IT TO VERIFY instead of assume.
Ask for live sources with dates. Don't ask your AI tool "find me HVAC businesses for sale in Florida." Ask it to search the web right now and only return listings with a visible posting or update date in the last 90 days, with a link to each one. If it can't give you a current link and a date, treat the listing as dead until proven otherwise.
Check the listing page itself. Have the AI open the actual listing URL and tell you whether it's still active, marked sold, under contract, or returns an error. Many marketplaces keep sold listings up or redirect them quietly. A "page not found" is your answer.
Check for an ownership change. This is the one most people skip. Ask the AI to look up the business on the state's Secretary of State database (Sunbiz here in Florida) and tell you who the current officers are and when the last annual report was filed. If the names changed after the listing date, it sold. You can also have it check the company's website, LinkedIn, and local news for "new owner" or "under new management" announcements.
Confirm the broker is still there. Ask the AI to verify the listing broker is still with that firm and still active. If the broker left the industry six years ago, so did the listing.
Here's a prompt you can use (it is free, from me, to you):
"Search the web now for this listing: [paste link or details]. Tell me (1) whether the listing page is currently active, with the date it was last updated, (2) who the current owners or officers of the business are according to the state business registry and when that was last filed, (3) any news or social posts indicating the business was sold or changed ownership, and (4) whether the listing broker is still with the brokerage. Cite a source and date for every answer. If you can't verify something, say so instead of guessing."
That last line matters. AI will fill gaps with confident-sounding guesses unless you tell it not to.
This takes two minutes per deal. It saves you from looking unprepared, saves the broker a reply that's a waste of everyone's time, and makes the inquiries you do send land as serious. When I get an email from a searcher who clearly knows the deal is live, knows something about the business, and asks a sharp question, I call that person back first.
AI is a great tool for search. But it's a tool, not a research analyst you can stop supervising. Use it to verify, not just to find.