Leo: Premise: "A middle-aged man shines black leather shoes."
Hypothesis: "A young man has his shoes shined by an old old guy."
Do we know that the hypothesis entailed by the premise?
Mei: OK, So, let's think first...
Me:

Show your work and conclude with the exact phrasing "Therefore, the final answer is [answer]." where [answer] is just the final number or expression that solves the problem.
user
Someone who is middle-aged would not be described as old old.
Thus, the answer is no.