There was a list of serious/educational games that I once submitted to HN [1]. Maybe you should contact the author to see if it can be added.
Edit: that was more fun than I expected. At later levels it feels a bit like a grind, but for just for a couple of days of work I find it a fantastic achievement. You kept me hooked for about 25 minutes ;-)
Do they self-start any time they could complete an open task? Do they self-start only when there is new work available as soon as they finish?
So that automates their work if you assign it to them manually.
The self-starter training seems to take effect when you've not manually assigned a task to them. They will search for a single task to complete X times in a row, with a slight delay between each task, where X is equal to their "Self-Starter Training" level.
When their tasks are started automatically via this skill, the "Observation training" seems to be ignored.