Ver Specific film suggestions

[TheAnalyst]

Hey people

What I really want, and my friend really need, is for me to understand him better.

I've done some research and came to believe he has this type of personality:

Google: "The Pragmatist" - it's the eigth link.

While this is me:

Google: "The Logical Conqueror" - at the top.

(sorry for the inconvenience, doopid forum rules)

It's not easy for us to interact. I want to learn more about how these two types can get along and to learn if my aim really was good enough.

So my question is, do you guys know of some movies with these two types in them? To see them vividly interact, in a natural way, or as close to it, would really help my understanding.

I would be deeply grateful for any thoughtful suggestions.