Unless Bowman could've corrected Lemieux's health issues and found reliable defense/goaltending and infused some tens of millions into the franchise then there's no way they would've won anything more. '93 was their only other chance. I see nothing from '94-onward.
You do realize in 95 you still had Jagr, Francis, Murphy, Luc Robataille, Straka, Ulf, Barrasso, etc. Mario played plenty of hockey between 95 and 2001 and the team still managed to win their division in 96, make the playoffs in 97, win their division in 98, etc, etc. People act like the mid to late 90's Pens teams were trash. They weren't.
They absolutely had the forwards to do it, and while the D was pretty suspect post 95, Bowman is exactly the type of coach who could have maximized the players defensively had they bought into his ways. There is no better coach in the history of hockey when it comes to defensive, counter attacking hockey.
I think Mario running Bowman out of Pittsburgh was one of the great mistakes in franchise history. Bowman was actually offered a contract (details were never made public) but Scotty said no, in large part because he knew he couldn't coach Mario and company. They didn't want him there so he bailed.
Scotty Bowman took an expansion team in the St Louis Blues to the SCF's in his first year coaching ever. I don't think I need to say anymore about his abilities to maximize low hanging fruit.