Josh, that's a cool ol' school, simplistic, sooper cool crane you got there. The air over hydraulics, gives you the best of both worlds, gives you the speed of function without the cost of a Hydraulic Power Unit.
The air power tends to be easier on the hardware because there is some measure of "cushion or float" between the two. It's the same principle of Motion Compensation that we use in deepwater drilling. We use up to 2300psi air over hydraulic oil to carry as much as 900,000 lbs of drillstring weight. you can imagine bobbing up and down on a boat in the waves, the rigs do the same thing. So by setting the air pressure relative to the weight on bit, the bit will hold the same position as the rig heaves up and down with the sea state.
If the inside diameter of the reservoir is larger than the outside diameter of the piston, the yes the reservoir is a pressure intensifier. Personally, I wouldn't worry about the function being erratic because of the air.
Now for warning, I see your ball valves in the last pic's, know that these valves aren't designed for finite control. Also that pneumatics differ greatly in power to pressure to work than hydraulics. Hydraulic is linear in nature, pneumatics are exponential in nature. They go from very little motion to ripping the doors off very rapidly.
Sorry, didn't mean to get on the techno soapbox. Cool looking crane that won't have the operating cost of the new fangled hydraulic stuff.
Cheers,
Breeze
Presently employed as a Rig based Chief Engineer