I am thinking a 1" lowered Cutlass will be limited to an 8" wide rim to avoid rubbing issues.
Yeah, a 9" wheel only 17" in diameter could have issues with the suspension (UCA/balljoint), if it has enough backspacing to avoid hitting the back of the fender well when turning. It would be tricky to find the right back spacing. There may be a perfect solution, but it could get tricky. A larger diameter wheel like a 19" might have better luck going wider in front. In back 9" should not be an issue, but the perfect BS between front and back wheels could be different by .5 to .75" (The perfect front BS will rub the frame in back with wider tires), so a rotatable set of large wheels/tires becomes problematic.
Finding "a guy" who puts 255's/45's on an 8" wheel would be easier than 9" wheels. 10 years ago, every tire shop you go to would do this, Today, they tell you to beat it and/or tell you a BS story about how one of their employees actually died trying to mount a "non oem recommended size tire" (true story, an NTB employee told me this one a few weeks back - because the new tires I had weren't shipped directly to NTB... What was I supposed to say.. "uh, sorry for your loss. do you have a name of the deceased so I can see if you are lying?")