David Shing comes to mind.
A few years ago, he gave an interview with New York Magazine[0], and its eye opening. He was just a marketing guy that fell into an internal evangelist role, because he could talk to people at AOL that still had no idea what the internet was.
I really recommend reading it. I came away thinking he wasn't the cartoon everyone thinks he is.
[0] https://nymag.com/intelligencer/2019/10/shingy-reflects-on-h...