I'm not sure what the "big deal" is about embroidering on ball caps, but I've never tried, until recently. I'm self taught and have figured out most techniques on my own. So, when my friend asked me to put her daughter's monogram on a ball cap for camp, I gave it a try. I used sticky stabilizer in the hoop and mashed and pinned the front of the hat to the stabilizer to get a mostly flat sewing area -- it worked! I did it on my Baby Lock 6 needle machine, but I'm sure it would work on a regular embroidery machine, as well.