AMSOil is the best oil out there - bar NONE. I have used it for years in multiple bikes... with ZERO problems. And I'm not a dealer or anything. I don't make a dime from any AMSOil sale... but based on research I've done, I think it's the best you can get - very closely followed by Mobil 1 V-Twin 20W-50. Red Line is in the hunt, too. The others all fall well back in the pack. AMSOil will NOT "break down"... actually, that's FAR more likely with Syn3. AMSOil is so far superior to Syn3, it's a joke... I use AMSOil MCV 20W-50 in both of our bikes.
Don't believe anything the dealers say... their "techs" know next to nothing - except what they were taught in MMI school. If it isn't in the "Book", they are clueless...
BTW - the MoCo STILL uses the CRAP INA caged cam bearings. These bearings have a long and well-documented history of failing regularly. It was the same back in the Evo days... ever since the MoCo went to the caged cam bearings. When we took the stock INA cam bearings out of my bike - AT 300 MILES - one of them FELL APART upon removal. This was a nearly brand-new bearing! The one thing I would recommend that ALL Harley owners do immediately is to REPLACE the stock INA cam bearings with full-complement Torrington bearings - whether you are changing cams or not.
Torrington full-complement bearings cost all of $10 APIECE. It doesn't make sense to not replace the crap that comes from the factory with bearings that WON'T fall apart and take out the bottom end of your engine when they do. I insist that all of my riding friends replace their cam bearings with Torringtons... and I'll do it for them, for free. It's that important...
But failures of major H-D engine components usually have little to to with the oil used - because oil only provides lubrication, and all oils can do THAT fairly well. The newer H-D pressed-together crankshafts may have their manufacturing process benefits - but they are not nearly as good as the older style crankshafts that were made to be "tuned" in the field. And the very complex dual-chain camshaft mechanisms of our Twin-cam engines are far more likely to fail than the very simple Evo-style single-cam configurations that were driven via a single pinion gear right off of the crankshaft. The more parts there are - the more things there are that can go WRONG...
Like Wally Schirra said about Nasa rockets:
"For several heart-stopping minutes, Capt. Schirra and astronaut Tom Stafford, sitting atop a highly explosive mass of rocket fuel, chose not to pull the ejection handle, which would have scrapped the mission. It was a calculated risk. Capt. Schirra trusted that the booster rocket would not explode and that the first attempt to rendezvous with another spacecraft, Gemini 7, could still occur. The risk paid off, and three days later, the launch was successful.
Asked later what he thought while sitting on the launchpad, Capt. Schirra replied, "This was all put together by the lowest bidder."