In a deal like that, always try to get yourself turned around so the back of the machine is up. A skid steer can go up a steep hill better in reverse than forward, and that is just off tractive effort alone. Then, moving in reverse, it is easy to use the bucket or forks in conjunction with the wheels to force yourself along. Using that method, I have many times gone places that a skid steer had absolutely no place going.
It is a universal rule I have found that a machine will climb a steep hill better with the heavy end up.