Nah, Bashir would devise a clever plan to everything work out just fine without people returning their carts.
Also, I’m pretty sure you got Garak wrong. He would promise never to return the cart, make a loud point about it for everybody, and insist on the subject every chance he gets. Just to covertly return it when nobody is looking because when Cardassia befriends the supermarket his people would benefit from the carts being correctly parked.
Bashir has no idea how carts end up back at the cart return, and between O’Brien and Garak he isn’t likely to learn.
I’m Worf.
While I appreciate the addition, I feel like Weyoun would command Damar to return the cart.
Damar would then drunkenly push it into the cart return and not pick it up when it fell over.
But people who don’t return carts are just as bad as landlords???
The real move is to park next to the cart return