if you're really determined to figure out their revenue, work your way backwards from their 9 employees. Most software companies take in $100,000-$200,000/yr per employee per year in top line revenue.
Excellent point. My guess is that they could be a bit higher, up to 300K per employee (that would be a somewhat exceptional, I grant you). $300K estimate would give $2.7 million per year.
I think you're closer than Alaska is. A million dollars a year is nothing when you've got nine high-profile employees in Chicago. Jason Fried is good enough of a business person that he's not going to run a firm with dangerously low margins.