I seem to have a lot of issue with pop. NO idea why and its driving me nuts. I dont know if I am trying to just ollie (I can ollie fine) off or and just starting too early. I dont get any pop but I do feel like a dead weight.
Same issue off rollers. I am getting really mad at myself here.
Tough to know without a video, but you could very well be trying to pop too early. Off rollers are you getting air already just riding over? If so, next time over it just jump right as you're leaving the ground... It should feel natural, if not something's wrong.