I wouldn't have anything to say to Stephen, he just seems unapproachable.
I have been very critical of Jerry Jones but let me be honest here. I might be a little starstruck. I would probably just tell him how long I've been a fan, share a few insights and gently remind him that we are past due.
I wouldn't make a scene, give him a dressing down, or behave rudely in any way. However, I would convey my disappointment in some way, I wouldn't have to try, it would be far more difficult to hide it.
Anyway, that's the truth.
Now, on the flipside.......
I imagine meeting him and telling him I am a huge Cowboys fan. Then I would just have this disgusted look on my face. When he asked why, I would respond, "I thought I just told you I was a huge Cowboys fan."
Or I could pretend I was a casual Cowboys fan and say, "Mr. Jones, I think you are a great owner. My only criticism is, I don't know who your GM is but you got to fire that guy, he is just plain awful!"