It is a perfectly good question to ask for the VC-type about to write a check to the one-guy you mentioned.
The fact that you do not speak their dialect does not make their communication any less meaningful. If anything, it means you will always be working for some one-guy or another, instead of being the one-guy.
I understood his communication. He isn't a VC. If a VC asked me that I would know how to make an appropriate response. I'm also not fully aware of what you mean here.
"What kind of cyber security does your server have?"
Speaking to me in buzz words is a huge red flag.