You know you can't choose.
Yeah, but he was kind of just a "luck of the draw" sort of captain. He was able to observe a stable wormhole for years. He became a religious figure to the Bajorans on accident. He had a deep state Cardassian working in his tailoring shop. He had a Changling as his security chief...that would be equivalent to Picard having a Q on board. No other Starfleet Captain had that luck or those resources.
Watch the last season. It was neither luck nor accidental. He was half alien - wormhole alien, to be specific.
I never actually watched the last season. I was binging it a while ago and lost steam part way through S06 when Jake and Nog were on that ship run only by elite cadets. I tried watching that episode 3 times and ultimately gave up and never finished the series. It's a stupid reason, I know. I'll watch S7 if I ever activate my Netflix account again.
Neither. Benjamin Sisko. He created a fabrication to bring the Romulans into the Dominion War and in the process employed a former member of the Obsidian Order, killed a criminal, lied to a head of state, and killed the same head of state. And he knocked Q on his ass. Neither Picard nor Kirk had enough balls to do any of that.