With a hand pump. Don't use a air hose from a compressor as you will probably blow a seal. I used to run about 35 pound in mine. I'm not exactly a paper weight, and that pressure works for me.,,
I know this is not an answer to your question but it worked for me. I recently bought a 2014 Street Glide with 3400 miles on it. I discarded the air shocks because they were beating the hell out me, installed a pair of adjustable Ohlins and upgraded front forks with a Traxxion AR25 kit, rides waaay better now. I have put a few thousand miles since upgrading and glad I did