Personally, I always strive to be respectful and communicative but it seems like while the dude may have the best intentions, he will ultimately get taken advantage of a the scammers or low effort providers that are out there that may look at him as a “big fish”. You should always maintain a level of respect and cordial communication especially if you’re dealing with someone you’re meeting for the first time, but it’s a fine line between that and being a pushover and the person he’s seeing draining his time away from him.