One behavior of git-annex is sometimes confusing at first, but it turns out to be useful once you get to know it.
# git annex drop * #
Why didn't git-annex seem to do anything despite being asked to drop all the files? Because it checked them all, and none of them are present.
Most git-annex commands will behave this way when they're able to quickly check that nothing needs to be done about a file.
Running a git-annex command without specifying any file name will make git-annex look for files in the current directory and its subdirectories. So, we can add all new files to the annex easily:
# echo hi > subdir/subsubdir/newfile # git annex add add subdir/subsubdir/newfile ok
When doing this kind of thing, having nothing shown for files that it doesn't need to act on is useful because it prevents swamping you with output. You only see the files it finds it does need to act on.
So remember: If git-annex seems to not do anything when you tell it to, it's not being lazy -- It's checked that nothing needs to be done to get to the state you asked for!