I believe that smart thinking, a cool head, fast hands, a quick draw, and above all ACCURACY means victory.
Can I play? This is a big subject, and perhaps we'll all bore of it before all is said and we're in agreement.
First off, if your adversary wants you to be dead, you'll probably be dead. Shoot you from behind, easy peasy, end of story.
But if you encounter an armed adversary who isn't shooting at you on initial contact, he probably doesn't really want you to be dead--otherwise you already would be. And that leads us to your observations.
"Quick thinking," as you noted, is key. "Quick thinking" should not be confused with "quick action." It might be better to initially comply or stall, while you assess the situation and weigh all your options. Perhaps it's best to just give him your wallet and live to see another day.
"Quick hands and fast draw" needs clarification. If the guy has a gun on you, merely drawing your own gun should be off the table. Unless your name is The Waco Kid, you're not quick enough. His hammer will fall before you clear your holster. If you've practiced a whole lot--and I mean a whole lot--you might be able to take his gun and serve unto him some pain and sadness. It's an option.
If the guy doesn't have a gun trained on your head and he's not a warrior, perhaps you can draw your own gun before he can do you physical harm. But that's a gamble and a bold assumption--things you need to consider with that "quick thinking."
There are so many variables, that in this context, we can only hypothesize.