> The main pattern I follow is to break the pattern and make a joke, be sarcastic respectfully or give a compliment

I'm having to learn this about online dating too. My online dates traditionally don't go anywhere because typically they've been about just exchanging information, which is frankly boring to both parties.

You have to (gently) riff and tease a bit or it's not going to go anywhere. If you're talking about your jobs, nothing is going to happen. Establishing that rapport is everything.

> If you're talking about your jobs, nothing is going to happen.

That reminds me of when I first moved out of California and away from the tech scene after being immersed in it for some 10-odd years. People just don't talk about their jobs! They'd much rather talk about their interests, hobbies, friends and family, ... literally anything else. Their job is just not an important part of their identity. Was quite the change in perspective and honestly and took some getting used to.