I have a 1999 Roadking First thing I can tell you and most important is the Cam Support plate. I blew out my rear cam bearing in 2001 and upgraded my cam's with the high lift Andrews 209. if the rear cam bearings have not been replaced in your bike get it done. 6 months later I blew out my lower end and that may have been due to junk from the rear cam bearing blowing.

I have since upgraded my engine to 95 and I recently upgrade the cam support plate with hydraulic cam tensioners & High Volume oil pump. Now their is one major thing you must know if you do this upgrade since the engine is a 99 (not 99A) you must add a screw to the support back of the support plate where the tube for the oil flow would go for the new engines with the counter balance. See photo and the hole needs to be tapped first and a screw (HD #94667-00) with crush washer blue loctite . ( See Photos (https://www.v-twinforum.com/forums/ev...99-flhtcu.html)

I went nuts and could not figure out why my oil pressure would not come up and talking to all kinds on mechanics final one old guy told me the deal and HARLEY does not disclose even when I bought the parts from them. lessons learned.

If you do upgrade to 95 inch kit keep an eye out on your your rear swing arm drive side. That swing arm is not meant to take a lot of power and mine broke in the middle right between the axle bolt. The rear swing arm was upgraded in 2002... Again Harley told no one.

Thanks for the heads up.

Its sounds like you just described the known tolerance issue with the trwinkies when they first came out. No surprises there. I can't agree with blaming the MOCO. Most people know better then to purchase the first production line of any new design, always a few bugs to work out always seems to be the rule. I think they did their best. And now at least in 2012 I find their bikes damn near bullet proof. I own a 2012 Ultra stock with the 103 and factory oil cooler. Once I figured out the front end wobble issue I love this bike like no other HD I've ever owned. I've owned a bunch. I'm not screwing with exhaust,cams,downloads nothing other then perhaps that GPS/XM radio thats hardwired into your existing system.

The intial design run of the twin cam,1999, was fraught with issues leading up to its initial production year and still had what came to be known as a tolerance issue.

Most purchasers of used 1999 twinkies are encourage to upgrade that particular cam issue or of course find out if it was already done.

https://hdpdf.site88.net/servicebulletins/M1100.pdf


I found this decent reading:

https://en.wikipedia.org/wiki/Harley-Dav ... Cam_engine