Update on this. I was back at Redbird today for a DNR thing, so I got there early and put some additional signs up along the trail. Didn't bring the camera, but I put signage at Les' hill (which is fine when it's this dry) for the bypass and at the different turnoffs farther down.
I also walked our proposed reroute for the mudhole with the property manager, and he agreed it needed done. The DNR will go ahead and clear out the route we walked and leave it up to us to block off the mudhole in the spring. I suggest we schedule our spring run pretty early in the season to get it done.
Yes I actually wheeled my Jeep.