No hassle at all, and as I noted they're mostly little nuisances and don't break the forum in any way. I'd say that the last one is probably the most important as it actually relates to the usability.
Yes uploads are turned off (at least should be, but some people reported them as working)
If you can use Gravatar, that is our preferred way to get pictures here.
We will look at the uploads on the next update, but for now the admins are busy with other systems again. (uploading stuff on cloud platforms is complicated enough that I rather have professional figuring out what the problem is)
Yes, we seem to have issues with the infra. It is being worked on, and we really hope to get it solved soon.
It all comes down to traffic increasing steadily all the time, and we need to keep up with that.