Nathan BarryFounder and CEO, Kit · Founder and CEO at Kit

How Diary of a CEO Grew To 14 Million Subscribers In 4 Years

20 Mar 2026 · 1 min

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This content was created by Nathan Barry. This content was uploaded by Nathan Barry. This is a YouTube episode titled "How Diary of a CEO Grew To 14 Million Subscribers In 4 Years" (published March 20, 2026). The excerpt is an interview-style conversation between two speakers (labeled SPEAKER A and SPEAKER B) featuring guest Grace Miller, described as Head of Failure and Experimentation at Flight Story. The discussion covers the channel’s growth to over 14 million subscribers, core YouTube metrics, and experiments/ tactics creators can use (e.g., Community/Posts, chapters, polls and engagement strategies), offering a behind-the-scenes look at the Diary of a CEO podcast’s YouTube strategy.

When I started, we were on 100,000 subscribers on YouTube. Now we're at over 14 million.
My guest today is Grace Miller. She's the head of failure and experimentation at Flight Story, the company behind the Diary of a CEO podcast and a bunch of other big shows. If you're growing a YouTube channel, what do you set as your core metrics?
I definitely would say— I just said to Steve, I was like, we really need to do this, and the growth has just been insane.
Grace walks through through the YouTube experience they've run, some that worked and some that failed in a huge way.
YouTube Community, now it's called Posts. Lots of people don't share on it. I'm intrigued to why people don't share because I think it can be a really good growth hack. There's so much on YouTube that can be experimented with. Chapters is a massive one.
What's another experiment that was maybe at a different scale?
A big one right now is—
This episode was a fascinating look behind the scenes into one of the world's largest podcasts. And so if you're as obsessed with creating great content as I am, You're gonna love it. What are 3 examples that you're like, okay, every creator should be doing this?
The first one is something to do with whatever content you're posting. Second one is something like a poll or an engagement post. So getting people actually interacting with it and commenting. And then I say the third one—
Oh.