This is a great list. I think an alternative to #1 is that ad driven sites tend to promote more page views and page refreshes, which tend to lower productivity

This is a great list. I think an alternative to #1 is that ad driven sites tend to promote more page views and page refreshes, which tend to lower productivity compared to a well designed subscription driven site (so they value their employees time, and the work that they deliver, more than they want to get a "free app"). Also, some amount of screen real estate has to be lost to ads that could instead be applied to improving the information content on the page directly relevant to the task the employee is performing. 2 & 3 are very under-appreciated by the advertising driven sites. I think that startups stay in "free beta" too long in particular. Any application that involves helping my business I only want to use if I know the developers will respond, and the default terms of service typically say that they can disappear without warning (along with my data). Even a 15-30 day grace period with a warning for shutdown would be a huge improvement. Also, I think there is a misunderstanding behind the actions of the "TechCrunch 50K" who chase cool new applications and small business who has to bear a lot of cost in workflow and process changeover. They do want you to stick around because their true cost of adoption is much higher than what they are paying you.