Running a Media Company Inside HubSpot with Jonathan Hunt (VP, Media and Content) artwork

Running a Media Company Inside HubSpot with Jonathan Hunt (VP, Media and Content)

The Dave Gerhardt Show (from Exit Five)

June 29, 2026

#368 | Dave sits down with Jonathan Hunt, VP of Content and Media at HubSpot, to talk about what it means to run a media company inside a software company, and why that framing changes everything about how you build a content team.
Speakers: Dave Gerhardt, Jonathan Hunt
**Dave Gerhardt** (0:00)
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And if they ask you how you heard about them, tell them Exit Five, please. See ya.
You're listening to The Dave Gerhardt Show.
Hey, my guest on this episode is Jonathan Hunt. He's the VP of Content and Media at HubSpot. His team is probably the biggest and most influential media operation in all of B2B right now. They have 70 people, they're putting out 95 long form videos a month across 17 different YouTube channels and getting HubSpot in front of 50 million people. And the way Jonathan thinks about his job is simple. Doesn't mean it's easy, but it's simple. He said, I run a media company inside of a software company. I like that. I know a lot of people are thinking about content and media in this world of AI. We get into how he runs a network of 150 creators, how he tells the measurement story to the CFO. How do they prove that all this stuff is working? And he talks about the AI clipping engine his team built in a six week sprint and why they run six week sprints now on the content team. So let's get into it. Here's my conversation with Jonathan from HubSpot. All right. Excited to have Jonathan on. Jonathan, new friend, we broke bread over too much pizza the other night.
I haven't eaten since our dinner the other day.

**Jonathan Hunt** (3:56)
Yeah, I don't think I've consumed that many carbs since college, probably.

**Dave Gerhardt** (4:00)
That was tough. I had a tough night. And then like to leave there and have to get in bed and go home. That was a tough team. But big energy in New York, right? Nick coming off that the Knicks win. Yeah.

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