The Hannibalitos wont have any problems, nor would have Gravity had any issues with that.
It just means a different style of driving.

On the flipper issue. Its a lot simpler, take a leaf from the antweight arena.
Just set part of the arena so that there isnt an OOTA possible. FLIP, Boing, back in the arena.

If you ant to make uneven ground, imagine the damage that will do to the floor. We see it now, with the flush floor, even a minute unevenness induces arena floor damage. Imagine a double whammy from a robot and his chaser slamming into a 15mm height difference. I hope that is thick steel, or else the angle grinder/saw will be a good friend.