> I remember our server was fine because we were on some ancient version of OpenSSL.
It's a side point, but I don't entirely understand the argument here since it's basically guaranteed you were vulnerable to a variety of other bugs due to not updating. It depends how old your OpenSSL version was I suppose, but still, it kinda feels like gloating you survived a hurricane by doing no preparation - I'm happy for you, but that doesn't necessarily make it a great idea ;)
> - dynamic responsive remove bug: Positive/neutral. Team X would have done it anyway.
> - static responsive remove bug: Positive/neutral: Team X will incorporate the change from Y, although possibly somewhat slower (but safer).
You sure about that? That's basically your whole argument, and I really don't buy it. In my experience, any dependency (static or not) shipped with a program is rarely actively updated, and also never in any regular fashion - on the list of things to do it's typically near the bottom. You called this a neutral, but it's easily a positive for dynamic (and negative for static), and IMO is the biggest argument for dynamic linking and shipping libraries separately. And once you apply that change, it's just two Positives and two Negatives each.
But with that, there's another situation that you're ignoring which throws a big wrench into your table - you're assuming you already know what the dependencies of a program are, when in practice you usually don't. In a dynamically linked world, to address a bug in OpenSSL I just drop a fixed version of OpenSSL in `/lib` and reboot. If it's statically linked to some or all of my programs instead, I need to figure out which if any programs make use of a statically linked version of `OpenSSL` and either wait for a new version or attempt to recompile them with a new one. And if I miss one, then the bug is still there in some form.
Edit: It's a small point, but you're also assuming that the maintainers shipping the static library will catch every bugged version before shipping their program with it - and library maintainers typically try not to release versions with known unusable bugs, it's an accident. An issue like Heartbleed is always going to be found after it's already in the wild, making the `static responsive add bug` category a bit suspect. If a program maintainer was on top of their OpenSSL version and always shipped the latest version when they released, their users would have been vulnerable - they may have made a release in a few days with a new version (to go with the other category), but their users still got the bad OpenSSL version.