Ask HN: What does winning look like for you?

I'm interested in how startups win, and what they then do.

We're a news startup and we're constantly asked like this - How do you know you've won the news scene? What do you do then (I believe most commonly its exit in some capacity, as defined by winning you'd be awesome)

I've watched other pitches and heard investors ask other startups (eg: time series data) what the arena looks like when you've "won".

So startups: have you ever been asked this? How do you define winning? What does your startup market look like then?