Let me work.
At some point the people in Pittsburgh are not going to be interested in a Jerry Sloan type existence where postseason appearances are good enough.
Pittsburgh hasn't won a Super Bowl since 2008. They haven't appeared in a Super Bowl since 2011. And they haven't appeared in a Conference Championship since 2016.
They have back to back Wild Card losses.
By any and every measure, the franchise is trending in the wrong direction. So yes. I'm skeptical that Mike Tomlin is going to turn that around with Mitch Trubisky.
*Also, Tomlin has not made the playoffs every season.
I agree. However, that's how Pittsburgh gets down. Their front office appears to prioritize continuity and consistency above a lot of other factors.
Since Mike Tomlin has been on board, Pittsburgh is more likely to win 11 or more games a year than they are to win 9 games or less.
Trubisky got a 2-year deal, which is basically just enough time to bridge the gap until a better prospect comes along. Given that "Head Coach of the Pittsburgh Steelers" is the one job in the world that appears to have legitimate security attached to it so long as you don't fail miserably on the field, all Tomlin has to do is hold the fort with 9-10 wins for a year or two.
He has demonstrated through his tenure that the Steelers on-field product will be competitive/respectable no matter what.
Multiple teams would kill to trend in the wrong direction if you told them that meant being what the Steelers have been for the last few years. Tomlin has earned the benefit of the doubt, but if Trubisky is their ONLY move of note, that won't make them much better than they were last season.