I guess this thread has made me think about it a little more. When I first started carrying my kids were all very young, now they are 16,14,12 and 10. I guess it's time to re-evaluate and starting carrying hot all the time.
Another thing to consider in this never-ending "journey" with firearms-- take some time/money out and get some good quality training under your belt. This will help get your mindset right, as well as build your confidence in gun-handling skills, both tactical and administrative.
And, since we are lucky INGOers, we already have a great resource for such things: Tactics and Training - INGunOwners
Good luck! And PM inbound with an offer.