OK, I'm back and "What a long strange trip it's been". I went to one of our local Harley shops and took a photo of the leak with me. The service man (generous description) said it was a crappy repair done in the past by someone, certainly not Harley. I went to the service guys and the guy there was stumped too. Went back to service and he printed a couple of charts from the service manual but could not help. Went back to service and a new guy there said that no way was that a Harley glob of silicone. I was persistent and finally he went to ask the owner I guess, but he came back and said it was indeed a stock application of silicone and it would probably take at least three tries to fix. I bought the fluid and gaskets and tore into the primary.
I was physically sick (nice way of saying I crapped my pants). The primary chain adjuster was about to fall the efff off. I have been noticing a little bit of a clunk in the gears when I first start but there was no huge indication of the severity of the problem. I'll have to post a few photos but they show the play in the adjuster, the worn screws and the damage to the support bracket. The fluid was filthy but there was not a lot of metal on the magnetic plug
The torque on the primary chaincase cover bolts were all over the place when I was taking it off and I could not get close to the recommended torque when reassembling with a calibrated torque wrench. I also used about 40 ounces of Harley fluid in the primary to get to the correct level. Took a short ride today, shifts were smooth and I'll see what the repair looks like tomorrow.
All I can say is I had a 5000 mile check about 3000 miles ago which should have included a check of the chain and I will do every bit of work I can in the future. I will upgrade the tensioner when this one is done.