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So,..... as a kid I didn't know shit about high performance, so I did all the stuff to make my commando a higher compression engine thinking it was going to be noticeably faster.  I eliminated the base gasket, and shaved the head a few thousandths (forget how much) and I run the composite head gasket which is thinner.  All this awesomeness did NOT make my bike some feared super norton, but it did make it an absolute bear to kick over.  Thank god it does start pretty reliably.

Sorry I digress,  I used to start it on the side stand for many years because I didn't know any better.  I eventually replaced that side stand and lug because it got very sloppy.  Then I started balancing the bike and kicking it while balancing on the wheels. That is not easy with a higher compression engine, so I started kicking it on the side stand again and after a few years the side stand gradually got sloppy again and I was sliding some debris under it when I parked the bike on the side stand so it would stand at a reasonable angle.

I think if all you do is park the bike on the side stand, it should last at least 20 years. Kicking the bike on the sidestand is the eventual side stand killer