If you Look at the front frame down tubes (squating from right side looking thru to left), you will find a sticker saying Build Date.
IF it was Built in 99/dec. You have the problemed BALL bearing in the rear cam plate to replace also...
The beariing only got replaced by HD when it totally went out.
(I did mine when apart)
HD promised way back when they became a Problem of Blowing up,,,,to replace it for free IF it exploded on any owner of date...BUT when I sent a owner to get their Warranty,,, "Sorry Charley" too Late... So WE have to replace them... Better before they become a problem.
If it has the 00/jan or later date, that bearing is a Roller and should not pose a problem.
The Shoes, (two places), one in front as you have found and the other in the rear of the cam plate
(condition can be seen there with using a small dental mirror if cam-plate not apart)
The older bikes do fine Switching to Gear Drive cams.
IF the cranks run-out is about .001 and max of .003 (I prefer Less than .003 and find Most at .001 to .002, then like going gear drives on the cams.
Another replacement Usually done at this time is the INA (engine cam bearings) changed out to the full needle roller style. Not expensive but Careful removing and replacing them.(special puller and driver are good tools to have)
Easiest and works Good:
IF you go with the Hydraulic tensioners,,,,, IMPROVED cam-plate and High Volume oil pump with other parts in the HD "KIT"...
You will be updated to the newer style cam tensioners that HD uses today but still have the 4" stroke.
If you need or want More information, I'd be happy to answer any questions on this as I Had a 00 early 1/2 year model and did Many good things to it.