
The Diary of a CEO host Steven Bartlett has lost four core employees in the past five months as the show expands to the US and builds a media network.
Steven Bartlett, host of the top-ranked business podcast "The Diary of a CEO," has lost four core employees over the past five months. The departures include Jack Sylvester, who described himself as the show's cofounder and helped build its YouTube presence to more than 18 million subscribers.
A FlightStory spokesperson said the departures were planned over almost a year with Bartlett's support. The people involved joined early in their careers, advanced to senior roles, and left on good terms. "We see their next steps as a positive reflection of the culture," she said.
All four departing staffers posted on social media that the decision was theirs, that they had no specific plan for what comes next, and that they were grateful for their time at FlightStory. Sylvester wrote on LinkedIn: "I owe Steve more than I could ever put into words." He added that he didn't "know what's next" but was "more fired up than ever." He told Business Insider he was searching for the next step after the show moved out of its initial growth phase.
One former FlightStory employee, speaking of Sylvester and another departing staffer, described them as part of the "inner circle" responsible for the "heavy lifting" of the podcast. "They're the reason it gets delivered twice a week," another former employee said of the four.
The exits come as the nine-year-old show expands beyond its UK roots. Bartlett moved to Los Angeles and opened a production studio there. His show regularly tops Joe Rogan's in YouTube views, and he has been gaining subscribers. The podcast's center of gravity has shifted to the US.
Bartlett started by interviewing business tycoons like Richard Branson and Brian Chesky but has moved into more emotional territory with guests such as addiction expert Dr. Alok Kanojia and YouTuber MrBeast. He regularly gets millions of views for his hour-plus interviews.
FlightStory, the company behind the podcast, has about 150 employees and took in around $47 million in revenue last year. Bartlett recently raised an eight-figure investment round to expand. The company has added other creators to its network, launched a speakers division called FlightSpeakers, and helps other creators distribute on social media. It is also exploring a paid membership program.
Turnover is common at startups. At Social Chain, a social media marketing firm Bartlett started before "The Diary of a CEO," a number of alumni went on to start their own ventures. The departing staffers have not announced their next steps.
Drafted by a large language model from the source reporting linked above, then screened by automated publishing checks. It is not read by a journalist before publication. Some articles cite our Alpha Score. Verify prices and figures against the original source. Educational coverage, not personalized advice.