I'll keep using the reloads as they have the heavier 125gr bullets (these guys basically:
https://lh3.googleusercontent.com/pr...dKKDVvJF6vSuEg) and go through a few more boxes to break the gun in, hopefully these are just break-in problems and they go away. I wanted to clean and inspect the gun to see if there were odd marks or anything that wasn't normal in the feed ramp/barrel area as people mentioned that could be an issue for a 9mm 1911. I found the feed ramp to be absolutely black, and caked on with carbon or residue - it took quite a few patches to see a shiny clean surface, so I figured cleaning it wouldn't hurt any, and might prevent feeding problems in the future.
The Glock I only clean after a couple of range sessions

Once the Kimber is broken in I might do the same thing, but still getting used to owning a 1911.
The takedown tool isn't so bad once you get used to it, and in a pinch people say you can use a paperclip to do the same thing. Just have to be careful I guess. I've managed to reassemble it in the wrong orientation (tool facing down) and had to re-field-strip the gun to get it so I can get the tool out lol.