Square: Jack Dorsey's Second Act?

(Article first published as Square: Jack Dorsey's Second Act? on Technorati.)

As I was watching Jack Dorsey call cash registers "ugly" the other day at TechCrunch Disrupt, I found myself thinking, is Square Jack Dorsey's second act? Is he getting to do with Square what he was not allowed to do with Twitter?

I think so. The Founder CEO is a rare animal, but it is my favorite animal. All the trailblazing companies I know have had Founder CEOs. Twitter stands in stark contrast to Facebook. Mark Zuckerberg has relentlessly pivoted, he has relentlessly added features. What used to be The Wall became The Stream. We now have a like button to press. There are Facebook Comments at blogs. Twitter, by comparison, stagnated. There has only been scaling and a little bit of monetization.

Mark Pincus Is Really Something

(Article first published as Mark Pincus is Really Something on Technorati.)

Image by Joi via FlickrMark Pincus stands out. He really does. He does not fit the stereotype. The guy is responsible for one of the fastest growing companies in history, but his past is littered with all sorts of entrepreneurial failures. To the seasoned eye, those failures were the stepping stones to his grand success, but only in December 2009 he was being pilloried by some small name journalist to whom Pincus pleaded on the air: "We go way back."

He did not drop out of college. He was not 19 or 23 when he started Zynga. He is not 20s young. He is not the most photogenic entrepreneur out there. His public appearances tend to be littered with all sorts of horror stories of him having had to deal with venture capitalists and other creatures of the tech ocean. John Doerr's firm rejected him several times, and Zynga has been better for John Doerr than Google has. Now why would John Doerr do that? I think there is a cultural bias against people who are not the most photogenic.