When the JCB rolls over everything, it initially passes over the cooler, leaving it unharmed. We then cut to a shot of it driving directly over the cooler, where it has been moved into the path of the wheels.
In the last scene with Nathan and Jamie at the River Court, Jamie shoots a basketball through one of the hoops, but in an earlier episode it can clearly be seen that both hoops have been removed in preparation for the upcoming build of condos at the site.