Direct chimes in with great advice as usual.
Cocky-funny works like "chick crack"... IF... you have the confidence to back it up... AND you calibrate how much & how often.
I use it myself, but I don't recommend it to guys who are just starting out. They ALWAYS over-do it. But then again, the best way to learn is by knowing first hand, through experience, where the limits are.
It's easier to know where the line is after you've crossed it a few times.
What both of us are saying though, is that you can't do what every other schmuck does. & you can't get into "job-interview" mode.
I'll admit that occasionally I find myself engaged in convos that go on for a few hours... but ALWAYS after I've established attraction... never before.
Direct has deep convos with girls... but he also stated that he mixes things up with flirty things & a cocky-funny personna. (Which is TOTALLY different than chatting about school/work/common interests, etc.)
Sure, he probably ends up touching on those topics, but I guarantee that's NOT where the focal point of the interaction is.