The humor about the shirt seems to be a big issue.
Conjecture. You're reacting to something that he didn't do.
No, he probably won't speak to you at all.
Consider the other side:
"Yeah, boss, there was a guy flying drone a drone and I went over to let him know the park is city property and that people aren't supposed to fly there when there are kids playing. I made a little joke about his official drone pilot shirt when I walked up and it seemed to really offend him. He just ignored me. Then when I tried to explain what you told me about drones in the park, he interrupted and got a little short with me. I just gave up, said "OK" and left."
"Thanks, Bob. I'll tell the rest of the staff to keep an eye out for that guy. If you see him, or anyone else, flying close to the kids, call me right away."
Or, they can mind their own business like all the other workers and employees who have seen me for years and years and have said nothing. They've never had a complaint about anyone flying drones during the tournaments or even at the organized practices, not something I would ever do. Therefore they have no reason to send out an employee to talk to me about it. I'm almost positive he came over on his own but now that you mention it, perhaps I should put in a public records request to find out how many complaints they have received.
He should have not even bothered with me because you are right, I'm not very approachable and when I'm flying FPV, it's not cool to interrupt. If you want to come over to me when the public is present (which you will never find me there because when I see activity, I turn around and come home), fine. It's almost impossible to fly FPV up and down pathways and in and around scoreboards and thru nets and backstops and 6 inches off the soccer field lines when people are around. When nobody is in the park, stay away please. Don't come over to me at 1pm and tell me I have until 5pm when the games start for the day (pretty sure he would have went there before I cut him off).
You forget the part about when he said you can't fly a drone here, I asked him if it was a law or an ordinance. At that point, his attitude changed meaning he saw I was serious. He went from joking to not so joking but looking for a way to respond. He said he didn't know or wasn't sure about the law but when he started to give me directions....I don't need directions from a city worker in a city park.
So yes, those two things are on me: When he approached me with joking, I wasn't in the mood for that kind of introduction and leading question and when I asked him about the law, his response to try to start giving me directions and yes, I cut him off. That one is on me, for sure. Nobody in this city knows more about how to fly drones around the public then me so I don't need what I thought was a lecture coming from him. He was right to say have a good day and leave before it went any further; he got the message.
And if they want to keep an eye on me, that's fine. There are cameras all over the area, I'm sure they know every single time I have entered the property and they know I have been flying there for years. You cannot miss me, I have worn a vest and I wear clothing in which I can be seen, I'm not trying to hide. Where I park, it's right in front of a camera on the pole. My FPV is all over that camera feed.