Reply To: I cannot tell if this is a green flag or the reddest flag ever.

IDK. My take is still that you’re jumping the gun. This man is an acquaintance but you’re scouring his internet presence for evidence of your compatibility (or lack thereof) — highly recommend against this as a general rule of thumb — and looking to fairly innocuous interactions to determine his level of interest in you. And you do want him to be interested in you. And by your standards, what you’ve uncovered online is a yellow flag. So, get to know him keeping in mind what you’ve already learned. Find out if you actually like him. All this speculation is kind of a waste of time IMO.