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#1) Buy the airhose kit from HD like the baggers use. You also have to buy HD's special hand pump for the to work but it automatically fills both shocks to the same exact PSI. You'll also need to find a place to route all the airlines and air fittings.
#2) Go to NAPA and get what they call an "air tank valve" which is a threaded Schrader air valve. Thread those into the top of each shock using teflon plumber's tape. Now you can use a standard bicycle pump to add the desired PSI to each shock. Don't overfill!! 5-10 PSI is a ton in these shocks. Using a good digital tire gauge that reads in the tenths of a PSI helps to get both shocks filled the same.
Is it very hard to get the right PSI filling them individually? This is probably going to be a winter project so getting everything set up and figure out where to put everything will not be a problem
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