I don't think he's sad. He caters to a smaller (and I think more influential) audience than TechCrunch/Mashable. His site produces really awesome content with

I don't think he's sad. He caters to a smaller (and I think more influential) audience than TechCrunch/Mashable. His site produces really awesome content with deep/thoughtful analysis. He seems to really enjoy life. The way to win in the TechCrunch war isn't something that Om wanted to engage in, I think. He doesn't do linkbait, doesn't stir controversy, doesn't declare crusades. Did he miss a financial opportunity? Maybe. Should you be sad about missing a financial opportunity? Nope. Having met and talked to both of them for a while, Mike Arrington seems more sad than Om does. Money/success, beyond a certain level, ceases to correlate with happiness. Oh, Om was also asked to be a partner in one of the best/most active early stage VC firms in the Valley (True Ventures-- full disclosure, they participated in our Series A).