Wow. It sounds like an operation that might involve heavy gloves, a short mattock, and stuffing the plants into a contractor weight bag as you chop them out (I bought my last batch at Home Depot). Grass stains would probably respond best to an enzyme soak before washing (Biz, etc.) Look at the 15" handle one, not the big one that requires two hands to use. It's one of the tools I use most often around here, along with the spade fork (that might also work for this, but not as fast to cut off the roots with a chop just below soil level). It would probably be best to have a set of clothes dedicated to this work (like my painting clothes today - though I never got back in time to paint). Yes, vinegar can kill the new growth, but when plants are sturdy it doesn't do much to them.
Today I delivered an eBay sale to UPS then headed out to do a couple of other errands and dropped off fresh okra with my cat owning friend who is getting over Covid after the last trip. Even with Paxlovid she's still feeling it. We talked on the porch, and she's three days into the medication so is probably no longer contagious. I have one more dose of the antibiotic for the cat bite then I'll switch to three days of Diflucan to combat the yeast infection headed my way. It was a week to remember.
A small pan with a few of the last tomatoes of the season is simmering this evening and I'll freeze them as-is since it isn't enough to make anything with. They'll be a good addition to something else I'm cooking one of these days. Along with a lot of okra I picked an eggplant today and see a few more small ones started on the plants; as the fall weather makes the plants happy there should be a lot more.
My nextdoor neighbor brought me some squash that was growing over the fence in the other property he owns in the area; his neighbors there are a Mexican family who have a robust garden in the back yard and these squash were dangling in his yard. I don't recognize the variety. I'll be sending these to my daughter's chickens. While we were talking I introduced him to both front porch spiders and opened the security door so both dogs could greet him. As guard dogs they suck, but they make noise and would scare off burglars. He was ok with both the dogs and the spiders.