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The Gray Area with Sean Illing

Ben Thompson on how to make it in media in 2016

The Gray Area with Sean Illing

Vox Media Podcast Network

Politics, News, News Commentary, Philosophy, Society & Culture

4.511.1K Ratings

🗓️ 19 April 2016

⏱️ 92 minutes

🧾️ Download transcript

Summary

Note: If you saw this twice, this is a reissue of a previous episode, with corrected audio.Since starting his site Stratechery in 2013, Ben Thompson has established himself as one of the smartest and most thoughtful analysts at the intersection of media, business, and technology. I’ve become addicted to his commentary, as have many of my colleagues.So getting to geek out with Ben on these topics is a lot of fun. In this conversation, we discuss a couple of issues very close to my heart, including:Whether you can still make it as an individual blogger — Ben is showing you can, but the path has really changed;How to make money as a modern media company;Ben's time working for Apple and Microsoft and what he learned about both companies and their cultures;Why the Innovator’s Dilemma is worth reading even if you think you already know what it says;Why so few companies advertise on podcasts;Why the most important piece of writing on your site is the second one a reader finds;And much, much more.I enjoyed this conversation tremendously, I hope you do too. As always, please do me a big favor and share this podcast with your friends, put it on Facebook, on Twitter, Snapchat, wherever. And please send me your feedback at EzraKleinShow@Vox.com. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

Click on a timestamp to play from that location

0:00.0

The following podcast contains explicit language.

0:09.2

So the question I get more than any other is do you have any advisory young journalists and the truth is I do.

0:15.6

I have lots of advice. I love giving advice. It is a hobby. If you search my name in Google along with advisory

0:21.7

and journals, you'll find that there's plenty there. But one of the people I've increasingly turned

0:26.0

to for advice is I try to build box is Ben Thompson of Stratekery. Just a couple of years ago, Ben started a blog just a

0:34.2

random little corner of the internet and he really quickly established himself. And this is true for a lot of the people I know who are in the media business.

0:41.6

He really quickly established himself as one of the smartest and most thoughtful analysts at the intersection of journalism and media and business and technology.

0:50.4

So getting to talk to him for this podcast was a lot of fun. We discuss a couple of topics that are very, very, very close to my heart, including whether you can still make it as an individual blogger, which Ben is showing you can.

1:02.6

But the way in which you do that has really changed. So for those of you who are bloggers, I think you'll find this really fascinating.

1:08.4

We talk about how to make money as a modern media company, which I obviously care about a lot. We talk about his time working for Apple and Microsoft and when he learned about both companies and their core cultures.

1:18.4

One thing though that comes up a couple of times in this interview and I want you to pay attention to it. I really wanted to call it out because it's true in politics to and I think it's such a good habit of mind.

1:28.4

Ben talks a lot about the importance of looking at companies that are making what seem to be bad decisions and always try and understand why smart people.

1:37.4

People who have more information than you or I do who are more experienced in that industry than you or I are. Why are they making those calls? Why those calls are rational for them to make.

1:47.4

I think it's a really good, really important habit that helps you understand the way things work and keeps you from falling into some pretty common traps where you dismiss bad decisions, obvious mistakes.

1:57.4

And so you don't see the systems behind them. It's something that Ben returns you a bunch of times and just really want people to pay attention to it because I think it's so important.

2:05.4

I enjoy this conversation tremendously. I think you'll hear that in the interview. I hope you do too.

2:10.4

Also, I've definitely heard all of you that you want a centralized place for all the book recommendations on this podcast. We are working on that right now.

2:17.4

It will be up on box calm very soon. And as always, please do me a big favor. Please, please, please share this podcast with your friends. Put it on Facebook on Twitter on Snapchat rated on iTunes. All of it.

2:29.4

I'm really grateful for the time you spend on that. And please send me your feedback and your guest recommendations at as recline show at box calm again as recline show at box calm.

2:39.4

With that, here's Ben Thompson.

2:42.4

So Ben, you're a guy who a dude who lives in Taiwan, I think, is the technical term for your life.

2:48.4

And you've become in the last couple of years, I think the leading analyst at the intersection of the media and technology and business.

...

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