Terry-
I don't use washer fluid...most freezes below -20, and the formulations that ARE good for lower temps are pretty heavy on methanols that ain't easy on tires... I use RV water-system Anti-Freeze... it's the pink stuff, and based on Propylene Glycol. It's good to -50F, and unlike Ethylene Glycol, it's not seriously poisonous, and can be legally disposed of simply by diluting it into a drain. (that's why we use it in potable water systems in the boat!). Bonus- it also doesn't eat up the rim or paint like calcium cloride or some washer fluids!
The way I put it in... (I'm running tubeless tires, BTW), is mount up my tires, and use bead sealant (Monkey Grip stuff... kinda nasty, but actually makes the beads slip over the rims, then seal up better). Once the tires are ON the rims, I push down on the tire to partially seat the lower bead. Then I stick a wood block (think it was a 5" hunk'a 2x4) between the top bead and rim... then I just uncapped the jug, and poured the stuff down into the tire. The lower bead seats well enough (with the bead sealant) to hold the anti-freeze just fine. Once you've got as much in as you can, then yank the 2x4 block, hook on the air-hose, and put each hand on the center of the tread, opposite sides of the tire, and give it a little squeeze... the upper bead will slip up into general vicinity of the bead, the sealant will take hold, and your tire will be mounted, with fluid!