I know that people will think it's great that you are doing this and I also know that you think it's good (for you) to have a feel for the issues that frustrate every day users. But I think it's not a great use of a company execs time and I am not even sure it's a good way to deploy resources at Cloudflare.
The reason is people will tend to (as a rule) do as little as they can themselves but then use as a hammer the court of public opinion to get something resolved.
You say 'ever find yourself so frustrated with Cloudflare' but you know that in itself is different for different people. What will happen is you will get people using you as a help desk and then after you don't help them as quickly as they think you should they will then follow up with a post, comment or story about how you did nothing.
Separately if someone is posting publicly about an issue (as this person is) and if you can verify that it's actually coming from the customer (I mean who says it is actually?) I don't think you need them to say it's ok to resolve online. In fact to me it's the opposite. You take the time to reach out publicly and you take what follows good or bad even calling you out (the customer yes you can do that by the way) if you think they didn't put the appropriate effort into finding an answer.