Q: Does the word "work" mean the same thing in "Start from the bottom and work towards the top." and "The stitches of the hem worked loose after she wore the skirt many times."?

A: different meanings

Q: Does the word "shtik" mean the same thing in "He played a shtik Beethoven." and "Play it straight with no shtik."?

A: different meanings

Q: Does the word "side" mean the same thing in "He turned the box over to examine the bottom side." and "A cube has six sides."?

A: the same meaning

Q: Does the word "space" mean the same thing in "The architect left space in front of the building." and "They stopped at an open space in the jungle."?

A:
the same meaning