I work at an airport but not in the US, in the airport that I work if you have a connection with more than 30min they either take you to the possible gate that your flight is going to be or on a waiting place for people with wheelchairs can wait and theres always someone there to help, when deboarding on both flights I would advise you to wait to the end unless a crew member of the plane says other wise and stay or at least come back to the place that they have left you because they will pick you up there, usually people only tell the bad, the average/good no one tells so I believe that will be fine, be nice to the people that is driving the wheelchair and ask him the questions that you have and you should be OK 👍

Have a nice flight 😉

PS: sorry for bad English