There's not a single part of this rotation I have a ton of faith in come the playoffs.
Steele is great, but he has already thrown 19 more innings this year than he has in any season before with likely another 6-7 starts to go before the playoffs. So you're talking somewhere between 50-60 innings more than a previous high before the playoffs.
Hendricks has solid, but he's not the guy anymore that you feel supremely confident is going to go out and give you 7IP 1/2 ER. His K/9 is about as low as you'll see in baseball, making his margin for error razor thin
Assad has been absolutely fantastic, but the peripherals are another story. They have him pinned for some major regression. His peripherals are so bad that despite throwing 79 innings of 2.96 ERA baseball, he's still at .4 fWAR. I mean there are guys who are FIP beaters, but not to this extent.
Taillon is obviously not as terrible as he was the first half of the year, but even if we just focus on his performance since July 1st we're looking at a guy with a 4.26 ERA, 4.01 FIP 4.38 xFIP and 7.42 K/9. That's a solid back half of the rotation arm and that's about it.
Stroman likely doesn't pitch again this year
Wesneski is dominant against righties with a .193/.258/.311 line, unfortunately he makes every left he faces the equivalent of Ohtani. Lefties have posted a .312/.368/672 line.
It would be great if Wicks could be the savior, but he's not really that kind of pitcher. He's a guy who is likely to be a solid mid rotation arm and it's not reasonable to expect him to come up and be a heavy contributor in a playoff race immediately.