@RokuNB We never got documentation for Charles. Last I heard it was "coming soon". For obvious reasons we were told any SSL interception activity with a Roku is not approved or sanctioned by Roku, so they were doing us a favor. Which is nice, thank you

Our dev and qa teams use Charles as a primary tool, and tools like Wireshark and MitM are not nearly as user friendly. That's why we make so much noise about getting Charles specifically to work.
What I would like to understand is exactly why installing the Charles cert on the Roku doesn't work. I can forward port 443 to Charles (using a firewall script in a DDWRT router) but it just results in garbage in the Charles UI and failed requests.