I wished PuTTY offered some kind of tiling window manager for my SSH sessions. Does anyone know something of that sort?
PuTTY, probably not. But if you're using Windows, the built-in Terminal supposedly supports panes: https://learn.microsoft.com/en-us/windows/terminal/panes
Combine that with the built-in ssh client, that might be good enough for you. Personally, I have to run Windows at work but I'm allowed a local linux VM, so I run that headless, ssh into it, and run tmux for pane/window support.