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How I Think About AI As a Creative Executive & Proprietor


“Even disruptors get disrupted.”

In 2006, executives at MTV and I both saw YouTube—but we interpreted it very differently.

To me, it was a revolutionary platform that would disrupt media—an opportunity.
To them, the genie was out of the bottle—a risk.

I dove in. The rest is history.
They sat on the sidelines—and are history.


Around 2008, while traveling to build WatchMojo, I noticed something subtle but powerful:

The kids who were reading comic books in the 1980s were now running Madison Avenue, Hollywood, Silicon Valley, and Wall Street.

It wasn’t just the VP of Marketing at a CPG brand or the CIO of a fund with a Batman poster in their office—my entire team had desks filled with figurines.

As someone who grew up loving movies and TV, but was even more passionate about sports and music, the layman lawyer in me recognized something else:

Film and TV rights holders were far more open-minded than their counterparts in sports and music.

So I set aside my passions—and my combative instincts—and chose the path of least resistance.


By 2010, after experimenting with both:

…I realized something important:

User-generated content would eventually swallow entire categories like cooking, travel, and health.


Then came Disney.

Under then-CEO Bob Iger, Disney made a series of bold acquisitions:

This wasn’t about hoarding IP.

It was about scaling it—through development, production, and global marketing.


That’s when I told my team:

Geek culture would become pop culture.

We made four big bets:

The result?

10x revenue growth over the next five years.


Today, I see similar parallels:


As a writer, I have my reservations about AI.

But I also recognize this:

AI is simply the latest technology that, when combined with human creativity, expands what’s possible.

Think of it like economics—trade and specialization pushing out the efficient frontier.


So this is how I now think about AI:


Bottom line:

Not man vs. machine.

Man + machine = expanded frontier.

To discuss AI in abstract is futile, so I break it down into four quadrants to translate my thinking into action for my team and partners.

Bottom Line

We don’t see AI as a replacement.

We see it as:

But always…

balanced with human creativity, judgment, and taste.

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