How true is this statement?

I here both sides. If a guy wants to talk to you he will go out of his way to do so. No job or regular old busyness will keep him away right?

But how often if ever do you want to contact someone but hold yourself back? Because I do this all the time with guys I like in order to play it “cool”

What’s better being the one who plays it cool or being the one who always reaches out?