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I have used a compact bicycle pump and separate low pressure gauge on my 1990 bike since I bought it new. It doesn't matter that some air is lost, as the ride quality is what is important and it is easy to learn what settings work just right. The same will apply with a no-loss pump!
Harley air shocks are not the most dependable or predictable shocks on the market. By all means start by using pressures that others recommend, but then adjust them to your taste.
As for owners manuals, go to the HD website and the Owners tab, where you should be able to download a copy. I can't imagine where all the original books go, but imagine a vast mountain of them located somewhere......
FYI! The older shocks were maxed out at 30 psi. The newer ones max out at 50 psi. I believe the bikes before 09 were the 30 psi ones but it may have been later models. Check before you go above 30 psi as if you have the lower pressure ones and go over the limit you will can blow the seals.
I'm in the 250 lb range and I keep my shocks around 40 - 45 psi depending on the situation. The more the load the more the pressure.
If you have a small portable air compressor (the kind that just plug in to an outlet ) you should be able to use that. Mine is fairly low volume and I put it on for about 2-3 seconds max. and it has worked fine.
I believe max pressure on the 06 is about 30 psi. 09 and later go much higher. I use to run 20-25 psi in my 04. After I did a shock oil change I now run about 10-15 psi.
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