Not quite at the level of a public figure (Pres. Biden can't go around making flippant comments) but more than being just a private citizen or "I just work here". No amount of disclaimer can remove that, and for better or worse it's part and parcel with the job.
An unusual and excellent CEO stance. Now I like Cloudflare even more.
No JS required, just feed all web requests directly through them where they can see all first party cookies, encrypted contents, etc.
Without this in your T&Cs I could create the account for them in a couple of minutes. And avoid doing a screenshare to walk those who fail through the sign up process.
If you're an employee, yes. If you're a consultant, contractor, freelancer or similar then you are a third party doing as you do it on behalf of your client (the first party). This is for UK law, and the distinction of first/thrid party is important when it comes to tax (see IR35 for the mess created).
Fastly made it sound like contacting Cloudflare is "impossible", yet here you and one of your top devs are.
I've seen you reply about ToS issues before (specifically over caching of non-html assets): https://news.ycombinator.com/item?id=20791605
You verbally allowed it in that thread but have you considered officially adding that into the next revision of your ToS too?
As for "stand-up" with Fastly, I believe the whole situation brings only negative consequences on both parties. I always become wary towards any service that posts comparisons with its competitors (or simply with services of similar nature).
Good luck and wise decisions to you.