Holy jeez are there benefits to OpenSSH over PuTTY. I have to walk end users through setting up PuTTY. Since configuration uses the registry and there are no import/export configs I have to walk them through the UI, which is a mess (especially when they miss a step). For macOS users I just give them a command line to copy/paste. We've considered requiring WSL (a few gig install) just to get ssh in Windows because those users have had better experiences. Thankfully, it's now built in.