Spent some time with a link I got from the blog of Federico Mena-Quintero. Apparently, people get frustrated often with the programs they use most (word processing comes out top) and waste on average about 40% of their time.
Some of the suggestions in the paper are simply to rephrase unclear wording and work on the error messages.
Another paper suggests an adaptable file browser. Their concept is pretty simple - replace seldomly used folders with an ellipsis. Easily generalised.