Smh...one more reason I think pet-sitting is more my call than owning a pooch outright.
That said, I really think the dog shoes are too cute once the animal learns to master them. You can literally see the smile on their face when they walk on the hot pavement.
At the end of the day...lol...it seems like your dog owns you, more than you own your dog...lol...He'd be shown his spot to do his business....no negotiating...lol...
Hope things work well with your conscientious neighbor.
I've observed many dogwalkers take pets out mid day. After all, when business calls...
Peace.