If there is anything I can criticise about Basecamp it would be their Graphics Design Style and Layout. First being too cartoonish and second being something isn't quite right.

I think DHH is kind of visionary and philosophical, you might not agree with every thing about his coding style and Ruby usage. But a lot of things he said tends to make lots of sense from a grand perspective. Idea / Concept Compression, working style, life etc.

Unfortunately not everyone is as well off as him and gets to do whatever he wants. The industry, not just IT but in every other sector in general ( As a matter of fact I don't even know which industry isn't crazy apart form Government civil servants jobs ), are all crazy for more hours and more work.