Here's how I pour and paint with the guards in. Get your mold hot before you start. I use one of the small top pour pots, have a bottom pour but don't like it as well. Learned to do this with the small pot and am too stuborn to change. Lay your mold on the pot while it heats up. The mold will be hot to the touch when hot enough.
Get your work area ready while waiting for the mold/pot to heat. Lay out your hooks and guards, pliers, gate shears and powder paint. I would assume you have small jars of Pro-Tec, shake it up before opening. Fluffy paint is better.
Load the mold with the hook and guard. I pour with my left hand and hold the mold shut with my right. Pour quickly to get a full pour and the very moment the spru hardens, open the mold, grab the spru with a needle nose pliers to remove from the mold. Grab the hook with your left hand, drop the pliers and clip the spru off with the gate shears. I collect the clippings on a paper plate to reload into the pot after 10-20 pours. Drop the shears and grab the powder paint cup (right hand), immediately swish the hot jig in the paint and tap on the edge of the cup to knock off any excess. Hang the jig on a cooling rack and repeat with the next million jigs you will be doing because you are hooked on making your own stuff.
Time is the most important factor, the faster you do this the better. With 1/2 oz footballs, they retain their heat better than smaller jigs. I have to leave a 3/4 oz jig in the mold to cool for a 5 count otherwise the guard might melt and the paint bubbles. You shouldn't have any problem with painting immediately, no need to reheat them. I work in the garage and it is cold out there so sometimes I need to warm the lead on the hook shank because it cools quicker. I use a small butane torch but most of the time the process is fast enough.
I clear the eyes with a jig eye-buster so they don't close up while baking. As far as what to do about the weedguards, get some wooden dowels from the hardware store. I think a 1/4 inch is what I used. Cut it down to lengths that are just a bit longer than a weedguard. Take a 1/8" drill bit and run a hole down the center. Take a big drill bit and make a funnel on one end. I have about 75 of these and they have been reused for about 3 years now.
Slip them over the weedguards (use the funnel end to get the guard in the cover), hang them on a rack and into the oven. I bake at 285 degrees for 45 minutes. Heat over 300 will make the weedguards a little stiffer. The weedguards will come out better than glueing them in. Perfectly straight and you'll never get them out.
Not all molds pour the same and not all paint colors are created equal. You get to know every mold you have and how to make things work out. Hope this helped and good luck. If you have any other questions, feel free to ask.