Nik:
Being a resident of Alaska, with our very successful Constitutional Carry laws, I am a bit bemused by all the controversy this is causing in your state, but your efforts to normalize the carriage of firearms in the mind of the public will eventually bear rich fruit. Keep up the good work.
One tack that I think you might wish to take if you ever debate the Chief on this issue again: Referring to WI SC opinion State v Schwebke, as referenced in the AG's memo, I would challenge the Chief to clarify which element of disorderly conduct the OC'ers were violating. Since they were not "violent, abusive, indecent, profane, boisterous, unreasonably loud ", then they must have been guilty of "otherwise disorderly conduct."
I would then ask the Chief how a reasonable person would be able to know exactly what would constitute "otherwise disorderly conduct". Essentially, I would challenge this provision as being unconstitutionally vague, as "otherwise disorderly conduct" would seem to essentially mean whatever the officer capriciously and arbitrarily decided it should mean.
If you wanted to hit a bit below the belt, you could ask the Chief if he feels the actions of the Montgomery, AL PD were justified in 1955 when they used an essentially identical rationale to support the issuance of a disorderly conduct citation to Rosa Parks, who was clearly not being "violent, abusive, indecent, profane, boisterous, [or] unreasonably loud " when she organized the Bus Boycott.
Keep fighting the good fight, brother!
