Same here. Picrel is mine. Winamp version is 5.666. I have a Virtualbox Windows XP VM running in seamless mode. Signal is dropping support for windows 7, so the Signal application you see in my screenshot is actually running inside a windows 10 LTSC VM in Unity mode through Oracle VMWare version 15.
I did this because I wanted to just have that one application run as if it were a normal window on my desktop. VirtualBox's seamless mode is great, but fails to work for Windows 10 or newer guest operating systems, so I had to use VMWare Workstation. I used version 15 because it's the last one supported by Windows 7. Thankfully, it seems to work fine, if not as responsively as just running Signal on windows 7. But I'm happy with this compromise and excited to see what I can do with VMWare.
The ugly look is one of the big reasons I won't move to 10. I tried hacking it inside of a VM and I could get it to look acceptable just at the desktop, but the hacks made it a bit buggy and once you actually used it it fell apart. I'll keep tinkering and hopefully at some point they make new tools and I can have a win10 install that looks close enough to the Classic theme I like, and then I might consider using it as a normal OS (of course in addition to running tools to make it more private).