This isn't a question, more of a starter.
What traits do you find most annoying in your tools?
For me, its ladder walking, that tendency for step ladders to march across the ground because one leg is sligthly up in the air, so the ladder flexes putting the other leg in the air. Before you know it the ladder is marching all over the place with you trying to get off it without tipping it over.
The other one - getting the metal tang of the tape measure stuck between boards you're measuring. It seems to happen to me about every time I have the tang high overhead and I end up using a claw hammer to extract the tang - probably breaking it the next time it happens and I need it most. I'm just waiting for it to bend, kink, fall off or any number of things that will cause all my measurements to be off by about 1/4" - rendering it useless.
I could go on and on about crescent wrench creep