Let me just say this. If the OP’s analogy is taken at face value – i.e.- if it really was an insurance or insurance-like obligation that was being contracted, then specific legal obligations would apply to both the broker and the insurer, such as the following:
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In the real world, the case of “I don’t know why the insurance company is unable to deliver on their promise” can never legally arise, because you will have a written policy and a claim denial will always make reference to some specific policy conditions(s). Furthermore, you will have several paths for appeal, both through the company and ultimately through the state or provincial regulatory agency. In your case, it sounds like you were dealing with something much more murky and ill-defined, so I’m not sure that the insurance example you gave is really applicable.
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Again with reference to your insurance example, if an actual insurance broker had falsely made representations that an insurance policy was in effect when in fact it was not, and billed premiums and service fees for it, then he might be liable for a lot more than just forfeiture of his fees. I would opine that you’re now potentially dealing with reckless incompetence or fraud, and he might be legally liable for the full amount of insured damages that you incurred, and in the process, depending on the circumstances, might even get his license revoked.
But you’ve already said the insurance example was just a made-up analogy, and the circumstances could be substantially different. It may just be a really inappropriate analogy.
So, OP: I’m inclined to suggest that if the monetary amounts involved are non-trivial, there are multiple reasons that you may be best to consult a lawyer who could address the actual facts of the case, rather than trying to navigate this on your own. When you state that “the fact that the broker has already paid is not our problem - cold but true” it suggests that the “broker”, facing a financial loss, might potentially try to turn the tables and sue you for the money he’s out, whereas you might have the legal right not only to refuse to pay him, but to sue for damages. It’s impossible to say without legal expertise AND knowing every last detail of the circumstances.
