Like Delmer said, charge pressure (which comes from the transmission pump) has everything to do with your hydraulics. No charge, no hydraulics. Those radial piston pumps don't pull oil at all, so they need help. Check that your clutch is adjusted properly. I see from your posted pictures you have a manual. Adjust the clutch per section 50 page 10-6 first then section 50 page 20-8 second. Then post what the transmission pressure is after the adjustments (with your new gauge).
If that does not bring your pressure up then the next thing I would check is your transmission filter relief valve. That is the large plug on the side of the case just above the transmission filter (see section 70, page 5-10, picture shows location).