Premise: "A teen is doing skateboard tricks in the night over a set of stairs."
Hypothesis: "A pro-skateboarder is doing tricks over a set of stairs."
Do we know that the hypothesis entailed by the premise? Now, let's be accurate as possible. Some thinking first:
A teen is doing skateboard tricks doesn't imply he is a pro-skateboarder. So, the answer is it is not possible to tell.