Jack Dorsey is Really Smart

I’ve always “known of” Jack Dorsey, the co-founder of Twitter and current CEO of Square. Until recently though I hadn’t heard him speak. A few weeks ago I watched the initial episode of Foundation with Kevin Rose where he interviewed Jack over tea, and then during my commute today I listened to his recent lecture at Stanford as a part of their Entrepreneurial Thought Leaders series that I love.

He’s just an absolutely fascinating person to listen to. From his youth of creating dispatch systems to entertain himself, to stories about his family and his dad’s pizza shop, his attempts to create Twitter years before he actually did, his philosophies on leadership and company culture, and on to Twitter’s success and the birth of Square. I think he’s absolutely brilliant in every way that I’d aspire to be. I embedded the video for both talks below. Definitely highly recommended. When you get some free time, kick back and enjoy. You won’t be disappointed!



3 comments on Jack Dorsey is Really Smart

  1. Neville says:

    Awesome, watched both throughout the day

  2. Tim says:

    I watched the episode from Foundation and have a few tid-bits of insight. First I agree that Jack Dorsey is very intelligent, but he lacks the hot-shot tech CEO luster that the big names have and I suspect he prefers it this way. I also find it interesting that he feels exactly opposite of Gary Vaynerchuk regarding monitoring Analytical data, Gary feels you shouldn’t bog yourself down with it and Jack feels you should immerse yourself in it. It’s also worth pointing out that it seems obvious that Jack is an introvert and Gary is undeniably an extrovert, I have a feeling Jack is very good at looking at information, forming a plan and executing. On the other hand I have a feeling Gary needs to talk to people to accomplish the same thing. Not that either is wrong but it’s interesting to see two of the big entrepreneur names look at an important subject entirely different.

    I’ve also noticed a few of the big name tech entrepreneurs have “sold out” lately, I’ve stopped following Gary V. entirely a few months back and have no intention of reading his book. Kevin Rose is slowly approaching the same level. What I mean by this is that he (Kevin Rose) is an Investor in Square and while that’s great, I hope it is enormously successful I don’t like it when that’s not even mentioned in an interview like this. I noticed the same thing from Gary V and that’s one reason I was turned off, their core values change, it’s as though they have started licensing their names to sell the thigh master or a slap chop. Everyone needs to make a living and I have no problem with branding yourself and supporting projects with your image, but you have to mention it to maintain credibility. It wouldn’t have been a big deal for Kevin to say “I know before I invested in Square I was blown away when you showed me xyz.” When I see stuff like this happening I start questioning the motive behind all of their actions. Earlier today Kevin tweeted about the new iPad2 and a few minutes later posted he ordered one, he could be a die hard apple fan, but I see stuff like this and I wonder if Apple is comping him… Not that it really matters much at the end of the day but I don’t like sifting through advertisements when I think I’m getting an objective opinion on a subject.

    The other interview is a bit longer I’ll try to watch it this weekend. On a side note, I noticed without glasses I could be Jack Dorsey’s stunt double!

    • Adam McFarland says:

      Haha you do look a little bit like him 🙂

      He lacks the hot-shot tech CEO luster that the big names have and I suspect he prefers it this way

      That, and his analytical mindset that you refer to is exactly why I like him. He comes across as very genuine, hard working, and down to earth.

      Totally agree on Gary V. I hope Kevin is not going down the same road…although I don’t know why he didn’t mention his investment in the interview. I think he’s at the point where he’s not that involved in Digg and he’s trying to figure out where to go next, and the brand “Kevin Rose” might be his most valuable asset. I’m just speculating here, I don’t know him or anything. I do remember a few weeks ago he tweeted about how much he loved Groupon I think, and someone tweeted back asking if he was getting paid, and he was not happy. He tweeted that he wasn’t and then ranted a bit about it on Diggnation. Like you said, you’ve got to be crystal clear with your motives to still maintain that genuine creditability.

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