Carp, I'm hoping it's still got some water in it, in this pix:
Because it looks to be sitting REALLY low in the water.
If it is truly meant to sit that low w/ so little freeboard AND that big of an OB hanging off the back, I don't think I'd slip the boat EVER, 1500GPM bilge pump or not.
On a lift or out of the water only, IMO
EDIT: I'm pretty sure it's still got water weight aboard. The entire exhaust leg is underwater.... So the motor's way to deep for a boat as shallow as it appears in that pix ^^^
In fact, I think you can still see standing water in the splashwell.