Why is "to win over" also called "to one up on"?

Peter Lynch has a book that's called One Up On Wall Street, which probably means "Win Over Wall Street." But why this phrase? Why is it "One Up"? Is there a story behind it? Where does it come from?

Solution 1:

"Win over" and "one up" have different meanings. "One up" is more akin "get ahead" or "outperformed":

She one-upped me.

Her retort one-upped my joke.

His portfolio one-upped mine.

His portfolio is ahead of mine.

Her portfolio outperforms mine.

"Win over" generally means "convince" or to convert to one's way of thinking:

His arguments won me over.

Her charm won him over.

They like to win over clients with fancy meals.