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First, what Cloudflare does is hard and I want to start with that.

That being said, I think it’s worth a discussion. How much of the last 3 outages were because of the JGC (the former CTO) retiring and Dane taking over?

Did JGC have a steady hand that’s missing? Or was it just time for outages that would have happened anyway?

Dane has maintained a culture of transparency which is fantastic, but did something get injected in the culture leading towards these issues? Will it become more or less stable since JGC left?

Curious for anyone with some insight or opinions.

(Also, if it wasn’t clear - huge Cloudflare fan and sending lots of good vibes to the team)

>>mxpxro+(OP)
Looking at Dane's career history on LinkedIn, it appears that he has only ever been in product and some variety of manager, and his degree is in 'Engineering Management System'. It's an odd choice given that the previous two CTOs (Lee and John) were extremely technical and how core technology is to Cloudflare.

As with any organisation where the CTO is not technical, there will be someone who the 'CTO' has to ask to understand technical situations. In my opinion, that person being asked is the real CTO, for any given situation.