I'll be flying back to school in early January, and will be flying back with three laptops, one of which will be in a sleeve (probably non-TSA approved) along with an iPad. I was curious what I will have to do/say in a situation like this, in order to minimize time, prevention of theft, and so my bag doesn't go to secondary.

I am Pre-Check if that makes any difference. I've traveled only so far with one laptop. I will also have other things in my bag like cords.