Working! The Sims 1 Complete on Parallels Apple Silicon
I've spent a huge amount of time trying to get both The Sims Complete and The Sims Legacy Collection working through a Wineskin wrapper and couldn't get it working.
However, after an equal amount of time mucking around with both versions on Parallels, I finally found a way to get an installation of The Sims Complete working under Windows 11 (ARM64 Parallels), and for it to be launchable through Steam (optional) and recognised as The Sims Legacy Collection.
In short, it requires copying an existing installation, shifting some files around and making a small registry modification to make the game recognised as a valid installation.
I've written an in-depth guide here: https://osxchateau.com/articles/run-the-sims-1-complete-on-parallels-apple-silicon/