The first one seems like it could be equally well used as an example of not-smart people doing stupid things:
Ignoring the importance of design and style - When the iPod originally came out, technical people complained about its lack of features and perceived high price ("ooh, who cares about another MP3 player, I can go buy one at Best Buy for $50" http://forums.macrumors.com/show...). In the meantime, it was so cool and easy to use that normal people went out in droves to buy it.
Another example is his sneering at old-fashioned non-user-friendly software tools. It sounds like he's never had the experience of overcoming a really steep learning curve. (And what on Earth does he mean by "programming languages... not updated since the 1970s"? C?)
On Quora: What are some stupid things smart people do? Examples of common types of stupidity that are typical of otherwise very smart people.
Lee Semel's answer in particular would make a great post here: a "to don't" list. You may wish to go through and identify the cognitive bias or biases each is an example of.