This sticks to the nylon-like material of the gear?
Yes, but you won't get great results. First of all the coverage won't be great since you are putting a light color over dark material. Second, it will wear off.
In my experience with painting black gear, you need to hold the can close so the paint hits the cordura while it's still in liquid form. Flat paints such as the Krylon camo colors dry quicker, so you will need to get close. After the wet paint soaks into the fibers a bit, give it a few more coats from the normal distance (about 8-12 inches). It will look okay.
For best results, wash that gear in some liquid dish-soap and hot water. Rinse well and let air dry for a day or so (better make it 2, given this recent humidity). Make sure there is no moisture, then go at it with the can. You may want to pick up 2 cans, since you'll use alot.
What about a primer beforehand? You think that'd make the overcoat stick better?
I find that using a primer doesn't help the paint stick any better. The paint sticks to the primer better, but the primer only sticks to the nylon as well as the main color, so what you end up with is just more paint on your gear than you need. It doesn't necessarily provide much colr preparation either, so it's basically a waste of time.
Remember guys, we're not talking about painting a solid surface here. It's fabric, and it's VERY porous and absorbent. You also have to be careful not to cake the stuff on. I have seen too much gear that was utterly destroyed by painting it. The stuff is best used sparingly!
Painting gear is meant to break up the outline by applying a darker color over a light color. It is by no means an adequate way to change the color of the gear itself. That said, I have had succes in painting some small 3 color pouches OD to match my smoke green Paraclete gear. It worked ok, but the paint came off in some places.
Ian, you know it would have been easier to just get that subload in Tan, right?