Yeah, this gets to the heart of it. If your gripe has anything to do with the tool that fits the backside of a chainring bolt, then in my opinion you are already doing it wrong. I change out maybe 20 chainrings a year, maybe more, and I go years without touching that tool. To me there is precisely one use-case for that tool: when disassembling an old crankset that was set up by somebody who did it wrong. In order to set things up correctly you don't need that tool. If things were set up correctly, you don't need that tool to take things apart. 9 out of 10 times that I do need to touch that tool, it's because I'm taking apart a used crankset, set up wrong by the factory or the previous owner. The symptom is that you can rotate the bolt and the nut part rotates right along with it. You get to this state by setting things up wrong.
Here's my set up:
1.The backside of a chainring bolt (the "nut" part) nestles into a recess on the chainring. That interface is supposed to stay fixed as the bolt is tightened. It is supposed to GRAB, not SLIDE. As such, it should be bone dry and clean. If in 20 years corrosion makes it stuck, no biggie, whack it out with a rubber mallet. No grease here!
2.The threads between the bolt and nut are supposed to slide freely and it's bad if this interface ever binds or rusts. Grease goes here on the threads (not threadlocker).
3. The head of the bolt slides against the chainring as it is tightened. If that interface binds, you might not get it tight enough. This interface should have a tiny bit of grease.
4. If the chainring bolt assembly is set up dry-grease-grease, then those three interfaces will grab-slide-slide, and you can tighten the chainring bolt as tightly as you like with no backside wrench. When you take it back apart, the interfaces still grab-slide-slide and you can disassemble it with no backside wrench. If/when the backside nut "breaks free" when you are loosening, just press it with your fingertip while you continue loosening the bolt.
5. The only modification of the above for "hidden" arms is you need something thinner than your fingertip at step 4, and literally anything will serve. A chopstick, a flathead screwdriver, an allen key, whatever thinnish thing you have handy on your workbench will serve.
That's the entire secret in my view. The four things I think people maybe do wrong are:
1. doing any of this work not in a workstand. This makes every single thing 5x more clumsy and awkward
2. Doing any chainring assembly/disassembly with the cranks on the bike. Take the crank arm off and do it right on a work surface. Swapping chainrings with the cranks on the bike is at least 3x more awkward. If you pull the crank arm you actually may get away with not having a workstand!
3. Putting grease where it does not belong: the interface that is supposed to grab
4. Not putting grease where it does belong: the interfaces that are supposed to slide
Bill Lindsay
El Cerrito, CA