I haven't tried it 'til now, but picturing ISTPs and ESTPs I know as "cowboys" may be interesting. I know more ISTPs than ESTPs. The ISTPs I know have an artistic broodiness that I feel movie pictures eat up. But how often do we see real-life cowpokes?
I would picture them as rabble rousers. ISTPs tend to be composed and formulaic. I smirk thinking of my ISTP friends as cowboys, 'cuz it seems like a lot of work just to make a point (whatever a cowboy's point would be...). I picture them all going: "Screw this. I'm gonna go be good at something that makes more sense to me."
Now, ESTPs might revel in the "glory" whenever they had instilled irritation and excitement in others. Very "catch me if you can!!"