A large part of my department's job is making updates to our business website. It's a performing arts venue with upwards of 16 shows a week, different artists every night, etc., so we have a lot of updates. A few weeks ago, we suddenly started having issues where we would suddenly be unable to access the website via our work server. It's been intermittent, so we'll usually get a couple hours a day where it's up and we can make updates, only for it to go down again out of nowhere. It's literally the most maddening thing, so that every time it goes up, it's like a race to get up all the updates we need to do. We have a department laptop, so sometimes if things are urgent someone literally has to take it downstairs to a wifi network that's unconnected to our work server just to make updates. Our IT guy has tried multiple solutions and has finally accepted that he has to start talking to outside vendors because he has no idea why the fuck it's happening. I AM GOING TO SCREAM.
EDIT: Of course, the fact that we're also still on an Exchange 2003 server that doesn't even talk to new computers with maybe a hundred or so megabytes of email server space so that all of my filed email is inaccessible on any computer other than my work computer also makes me want to scream.