No. You should not do that. You should win by checkmate or you should wait for your opponent to resign (which he/she may do if they feel that they have no chance to avoid defeat).
How do you know if you're winning?

You should win by checkmating and how to know if you're winning? See how many pieces yoou've captured and whoever wins the most pieces is winning but hasn't won YET bb
@1
"how you tell if you're winning the game?"
++ There are 4 criteria in diminishing order:
- King safety
- Material
- Prospects after queen exchange
- Pawn structure
"if you're winning, should you ask your opponent to resign so that you can win?"
++ No. Do not beg for a resignation, play and win.
how you tell if you're winning the game?
if you're winning, should you ask your opponent to resign so that you can win?