First up is my 2006 MBP. I previously had a Windows XP/Snow Leopard dual boot config, but in the interest of giving SL more disk space and the audio being way louder on the Windows side than on the OS X side, I decided to setup Windows in Virtualbox. Was initially going to be XP again, but not feeling like dealing with the product activation crap or its workarounds, I went with 2000 instead. 2000 works well, though after installing the guest additions, it takes much longer to start up now. I also found that the AC 97 is the way to go instead of Soundblaster 16 for sound. Once this was set up, I was able to change my cassette/vinyl digitization workflow and did something I should have done years ago: use Audacity for recording and LP Ripper to split the recording into separate tracks. I use Audacity in SL, boot up the VM after recording, open the WAV file from Audacity in LP Ripper thanks to Virtualbox's shared folders feature, split the file into individual tracks, then convert the tracks to AAC using SL's iTunes. Much happier with this setup than the previous one, expcept for the boot time of the VM.
Over on my 2012 MBP, some changes were made. I was experiencing a problem with Sonoma where when I woke the laptop from sleep it would freeze up on the login screen. Sometimes the login prompt would appear, sometimes only the background image would show up. Then the screen would go black and I would have to do a hard shutdown. Despite having a good amount of battery left, I would always have to plug the MBP in to do this step. When this happened once, I thought it was just a fluke. When it happened multiple times over the course of several weeks and various Sonoma and OCLP updates, I decided to downgrade to rule out Sonoma/OCLP. I chose Mojave because I need HS or newer for Handbrake and I wanted dark mode, but didn't want to use Catalina. I haven't seen the freezing issue since the downgrade. Downside to the downgrade though is things like the Discord app no longer working in Mojave, so I used Virtualbox 6.1.50 and used it to make an Ubuntu VM. Performance is pretty good, but I've been having trouble getting the app store to open. Then again, I've had times where the app store wouldn't open on real hardware. Overall, I think I will keep the 2012 on Mojave for the foreseeable future. The ThinkPad can handle daily driver stuff that requires an up to date OS and iTunes is still able to uncloud my old TV and movie purchases, so at the moment I'm good. I am a bit concerned about futureproofing, namely how much longer Mojave's iTunes will be able to connect with the iTunes store, but I would rather keep this Mojave setup going than go back to OCLP patched OSes right now.