James Cameron hands you the Terminator franchise. What do you do with it?

I always like +50, +100, even +500 year post-apocalyptic content.

We've had countless human vs Skynet stories set in a vague "in the near future" timeline.
I'd like to see what happens decades after humanity wins the war - or loses!

Did Skynet really lose? Is it biding its time?
Do man and machine co-exist?
Will humanity just repeat the same mistakes?

What happens if Skynet wins? Does it just shut down? Does it evolve? etc.