Problem: Sentence1: He observed a regular lunchtime.
Sentence2: It's almost lunchtime, so I think I'll finish up later this afternoon.
Q: Does the term lunchtime mean the same thing in both these sentences?

Answer: the same meaning

Problem: Sentence1: He bet $2 on number six to show.
Sentence2: I showed the customer the glove section.
Q: Does the term show mean the same thing in both these sentences?

Answer: different meanings

Problem: Sentence1: He was a successful pianist in his day.
Sentence2: In the days of the Roman Empire.
Q: Does the term day mean the same thing in both these sentences?

Answer: the same meaning

Problem: Sentence1: His hand was illegible.
Sentence2: A good hand.
Q: Does the term hand mean the same thing in both these sentences?

Answer:
the same meaning