Talking about Kara Swisher?
Kara Swisher has been a tech reporter for decades and is arguably one of the better connected in the Valley (and also one of the most critical of their bro culture and culture of uncontrolled excess).
Also, writing an op-ed for NYT is not "working for the gray lady"... Swisher founded Recode.
Kara Swisher isn't a saint either. And I'd hardly call her a tech reporter. She's more of an authoritarian censorship advocate and a person who comes from enormous privilege.