Red flag?? What do I do???

As I reread the thread, it seems to me the current owner has already effectively pulled his insurance business from the agency. An insurance agency manager who is retiring is to continue managing the current agency owner's accounts.

So what's on the table appears to be 25% of an existing book of business, of which you might easily loose 15%-20% in an ownership transition in which no familiar faces will remain for the existing site and clients; a 20 year old business name which you don't want; and the right to assume a lease on, and operating costs for, a physical business location which may or may not generate significant walk in traffic.

If you are also keeping your current agency, you are adding the burden of supervising two business locations to the task of selling and increasing your client base.

It looks like there are lots of challenges there which you should be confident you have addressed in your own mind and that you have the time, mental and financial resources to deal with.
 
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