For me to be comfortable in carrying, a few factors must be met.
First off, I NEVER practice in a range. he open spaces the Great state of Nevada has to offer allows plenty of room and more importantly MILES of clear backstops to practice into.
1st. Drawing any weapon I have listed on my permit. If I haven't qualified with a weapon for the state, I can't carry it.
I must be able to draw it from any common position in many types of clothing without a snag. If I cannot, I practice more. If I still can't, I rethink what I am wearing. If I still can't after a wardrobe change, I consider a firearm change.
2nd. Accuracy is paramount. I must be able to put at least two shots (doubletap if you will) into an attacker at varying ranges from ANY position.
As of right now, I can do it while side stepping, stepping backwards, walking forwards and laying on my back and side. If I can't do this, it is time to practice more.
3rd. Fighting without the weapon drawn. I must be able to put up a decent fight without/before exposing the gun. For this, I study Krav Maga. The idea behind Krav Maga is to fight, disable ones attacker and get away. What I have learned is to disable ones attacker and then, if need be, draw a weapon. Freeing yourself from an attack buys you precious seconds to unholster and assess further threats. You MUST be able to assess these threats according to rules one and two.
If I can't perform these reliably in practice, I don't think I'd feel comfortable carrying.
That being said, I haven't gone shooting in over two months. Time to head down for some winnie white box.