You are living in a fantasy world. Most of the dudes out here making $10-$15 an hour are NOT working towards bettering themselves in school. They are in those jobs because those are the jobs they are stuck doing due to their educational level and unskilled labor. These dudes aren't in law school, medical school, or any other type of school.
The only way I would personally date someone working a $10-$15 an hour job is if we were in the same age range and on the same educational level (meaning he's in college working towards his degree and so am I). Otherwise, no (been out of college and professional school for a minute)....I'm established (and married) dating down makes no sense to me.
Let's flip this...
If you ran across an obese chick who was interested in you would you date her and wait for her to lose weight or would you bypass her and chase the woman with the slim waist, perky breast, and phat ass? Which one of these two women are likely to catch your eye and which one would you likely date?