The filter is mounted in front of the block before carb the after pump. Is'nt the fuel pump suppossed to have a check valve to keep the fuel in the line? Could this be weak or bad causing my issues?
Anything is possible. If the bladder is ruptured the fuel could potentially leak down and go back to the tank or end up on the ground. Sounds kind of suspect to me though. That wouldn't explain the starving fuel unless you're thinking it doesn't provide enough pressure to fill the float bowls. Get a pressure gauge on it so you can rule it out or confirm that's what's happening. Should be ~6psi for a Holley if that's what you're running.
Seriously though, get rid of the glass fuel filter unless you want your car to become a circus attraction when the fire dept has to show up.