I think you and I could be long lost relatives or something with our ice tea makers and love for pillowcase dresses.
I've lived in Louisiana all my life, and I've never known a day when there wasn't a jug of sweet tea in the ice box. Recently though, my mom bought one of the Mr Coffee Ice Tea Makers and I followed suit. Growing up, mama and Ma Maw (mama's mother) always had a jug. Mama always makes a fresh jug before supper every evening.
I used to just boil a pot of water, put about 4 or 5 family size tea bags in, and put a plate over it while it steeped for 30 min or so. After steeping, I would pour it over a cup of sugar in the gallon pitcher. In my family, we use a cup of sugar for every gallon. The hot tea melts the sugar then take it to the sink and add cold tap water to finish filling the jug.
With the ice tea maker, I do like the above poster and put in as much water as the maker will hold. I put 6 family size tea bags and I set the brew strength to the strongest. I put the sugar in the jug and let the hot brew melt it as it trickles in. Then I take it to the sink and finish filling the jug with cold tap water.
I'm planning to try some simple sugar and see if that makes a difference with my sweetening. I do make my tea strong because I like it to have some kick to it.

I can't drink any past 4 in the afternoon or I have trouble going to sleep. Seriously, I fix a glass of tea to take with me every time I leave the house.