[@Peaceless]
From what I understood, you don't have to constantly roll for things, just maybe once per post to give it a random element to it, something that is out of our control. And even then, we'd only have to roll where we think it counts the most, so if you wish to shoot cans and demonstrate your skill with the firearm, you are welcome to write it as you see fit, but if there's a tense situation where you are almost caught or some other major event, then you'd have to roll for it and go with the outcome. 

Depending on the roll, you can continue on as intended, or write around it, like due to some circumstance, your aim was off and you hit a shoulder instead of where you've been aiming. Or the gun misfires completely. I'd wait for [@Arkitekt] to confirm this though.