My new favourite Firefox add-on is Fotofox. From a sidebar in your browser you can select images from disk, add titles, descriptions and tags and upload to a Flickr set. Works nicely for me.
I’m beginning to enjoy the Flickr experience. If you’re used to running your own server and rolling your own solutions, there’s a process of mental adjustment before you’re comfortable with hosted community websites. Often all it takes is the right toolkit at your end. For images I find Picasa is excellent for organisation, viewing, simple manipulation and export, though the Linux version has some minor issues to iron out. You can’t go past GIMP for more complex manipulation. When you’re happy with your collection, select using Fotofox and off they go to Flickr where you can mess with organisation, sharing, geotagging and the rest.