15/16th's
My 6 inch Craftsman adjustable wrench will fit that. A pair of channel locks will work, too. Just be careful, it's soft and you can mess up the threads.
If that ring is loose, it can affect the grounding of the antenna coil, and that would certainly cause an intermittent high SWR.
As for tuning for the bent whip... Do that as soon as you get back from the snipe hunt. Like I said, slippery slope. Do you tune it for the flex at 25mph, 45mph, or interstate speeds? What if there is a headwind, or a tail wind? highly flexible whips will move a lot, and if they bend over too far, or get too close to an adjacent antenna, you could see the SWR change, but I wouldn't worry about it. I never had an issue with it, and your average CB will tolerate some high SWR. Most CB users can't even spell SWR, never mind know how to adjust an antenna. If the radios were that touchy, they'd all fry themselves in a couple of days.