That's a pretty heavy tractor with pretty aggressive rear tire's. Your steering tire's will cause damage in a turn. You could get away with using this on open area's if it was totally dry and you were going in straight line's. Anything tight or next to house or under a tree might be tough. Picture's would help a lot.
That's not a very good picture of the aerator. You can't tell what kind of wear that thing has. If those tine's need replacing it might be big dollar's. It look's like it's a pretty narrow implement. If it didn't cover the tire track's, at least on one side, then you will be running over fresh aeration hole's. And that defeat's the whole purpose of aeration.