Originally Posted by turmoil
Sounds like you need to bite the bullet and get a pressure tester. Only way to be sure your pressures are where you need them to be.
I would set the pressures correctly or find someone with a tester you can borrow and then see if you have issues.
Have you tried lifting up the grips to see what markings are on the board? I would assume it should be a Tadao Odoshi.
You can use the lurker method to sweet-spot your regulators, and it will work even better than a pressure tester.
Lurker method of sweetspotting regs.
1: Back out both regs or Zero out both the LPR and HPR to 0psi
2: Raise HPR slightly only to set LPR for cycling
3: Raise LPR to fully cycling ~45psi or so
4: Raise HPR until velocity begins to stop rising as you increase pressure
5: Raise LPR to desired velocity
6: Lower HPR a bit, then raise if necessary... you're trying to find the best HPR setting at the LPR setting you have. This may put your velocity over 300/285
7: Lower LPR slightly to field velocity
I can't say for certain what board you have, but based on the color sequence, you do not have a stock board. You should remove the grips and see what sort of board it is. My money is that it could be virtue; those boards have a LOT of settings on them. Once you find out, you can easily find the manual for them online and print it off.
It could be that something is set wrong on the board, or that you need to give it a good cleaning and lube it up again.