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Normal
The bulk of your oil volume is in the tank. It will drain completely up-right or on side stand. The sump only has something like a quart and a half in it. (provided the bike has not been sitting un-started). Since most Gen 1 Rockets have 2 sump drain holes most of the sump oil should come out on the side stand. There will always be a little of the old oil left in the engine. Don't sweat it. No need to be OCD here guys.