Let's say it was critical for the business, with no viable alternatives? I'm all for "find a way or make one" but there are times when you need to be more practical than dogmatic.

Would love to hear your thoughts

Sometimes in business you ultimately and unavoidably have to eat shit, so it is what it is. But you should strive to be someone who doesn’t have to eat shit, and until then, if you still gotta eat shit, then try not to make a habit of it.

> Let's say it was critical for the business, with no viable alternatives?

If its that critical for you why are you rolling the dice on a general email and ... waiting for an email back and forth? Something so important as a vender "license" deciding if your company succeeds or fails should not rely on an email sent to an address pulled on their website.

Find a contact, a human, drive (or fly) to their office and make an in-person appointment, show they are important to you. Otherwise that game of AI email tag should be more than enough to tell both parties just how not serious the whole thing is.

This might be dogmatic, but I genuinely don’t care. Outside of the business not caring enough to get a human to respond, I just don’t want to give money to people using LLMs. The technology is based off of theft from the working class. It’s the same reason I choose union businesses.