My Sentence: "Jobs such as waitress, janitor, fast food workers and much more low-level jobs are consider unchallenging for the uneducated. "
In this case, it should be waitressing, because a waitress is a person, whereas waitressing is a job. A waitress's job is waitressing. Your sentence, rendered correctly, would be:
Jobs such as waitressing, janitorial work, fast food service, and many more low-level jobs are considered unchallenging for the uneducated.
All of the nouns you mentioned -- waitress, janitor, fast food worker -- were people rather than jobs.
Also, it's a little awkward to end a list that began with a "such as" clause with a "many more" clause. In my opinion, this would be better:
Low-level jobs such as waitressing, janitorial work, and fast foot service are considered unchallenging for the uneducated.