I stopped playing TW3 in early July because achievements were broken. Then a month (!!!!) later, they released a patch to fix achievements. Then another patch to award all missed achievements retroactively (meaning I COULD have played it in July... Yeah, not that achievements matter that much -_-), and after running that patch, they actually awarded me with the 'endgame' achievement, even though I wasn't even halfway through the game. This pissed me off a lot. Then I heard that achievements were broken AGAIN, and stopped playing again. Later I learned that the bug was only for Steam copies, not GOG copies, but I still had lost the spirit.
Basically, CDPR killed my interest in the game by patching it. I never had any bugs of any kind with the initial versions, lol. I'm confident I'll get back to finishing it at some point, maybe when they release the expansions, but I'm not paying full price for them, I'll be waiting for a better price (greenmangaming.com regularly offers the main game at ~25 euros, so it's kind of annoying that I paid way more for it only a couple of months earlier.)
As for SSL stuff, the only reason I never dropped support for IE7 and IE8 (and even IE6 to an extent) is, guess what... I spent so much time writing the CSS preprocessor specifically to get around IE bugs. Removing support for old IE would just make the system overkill, I'd say. Then again, IE9 and later still have their share of bugs, lol... And the preprocessor allows for graceful degradation of new browser features.
So, basically, I guess support for old IE could be dropped. NMS gives IE8's market share as 11%, making it undroppable, but then again NMS is Microsoft's b*tch so I wouldn't touch them with a 10-foot pole. Other websites give its stats from 3% to below 1%, so yeah, definitely droppable material at this point.