If I'm waiting for a medical waiver, is it a good sign if my recruiter is asking for my transcripts, pharmacy records, and employer letters?

Submission of all pertinent documents is part of the process. As you pointed out, anything mentioned in your records and your response(s) to it has to be documented. It's kind of like the DoD wanting a "CarFax" report on you. It was mentioned, so they want documentation on it. So in a way, yes it's a good sign that they are asking for records. For me, my whole process, from start to finish took about two years to get a medical waiver. Of course, everyone's situation is unique, and the recruiting requirements are ever-changing (that has a huge part in whether or not anyone gets a waiver). Good Luck!

I didn’t get to meps until October 15. I had warts (a lot) on the bottom of my feet and finger nail bed that needed to be cleared before I went to meps

dang, still fighting this fight. If you haven't gotten anything yet, then there is a high likelihood they are not going to approve it. I remember you posting this a while ago, but the story just isn't making sense. Its not that I don't believe you, its just people tend to not tell the entire story.