It's pretty darn weird realising that Simon is actually a person who knows somebody I've met IRL, rather than a mysterious benevolent entity responsible for manifesting the PuTTY suite fully-formed upon the internet ;)
Cambridge is an interesting place. You can be in a pub with pretty much the entire PuTTY team, at least two Debian project leads, a major bind contributor, and a couple of OpenJDK contributors.
I think I bumped into Simon through a bunch of other Cambridge people I chanced onto via Dreamwidth/Livejournal. I wouldn't say we were even slightly close, but if I was living closer to Cambridge and there wasn't a pandemic he's definitely amongst the people I'd be delighted to say hi to in person.