Intermittant starting line bog

You've got dirt in the needle and seat assembly or a bad N&S assembly/o-ring. Could also be a sunk float in the carb. 7 psi pressure is not excessive with a holley.

Make sure float level is set properly.

Older 3310's don't have power valve protection in them. You may have popped the PV.

38 total on an open chambered BB isn't crazy.