How hard is it to join Indiana National Guard with Med Waivers?

I spent 10 years on Active duty in the Marines and really miss serving. I used to hear recruiters say, "Everything is waivable." I am starting to wonder if that is true. Here's the deal, I have an 80% VA rating for a combo of GERD, PTSD, and Anxiety. I am currently being treated for insomnia, ADD, and sleep apnea also by the VA. What is the realistic likelihood that I can receive waivers for these conditions and continue serving in the National Guard? Some of these issues I can fix on my own (losing weight vs. sleep apnea for example). Some of them may need a waiver. I am already getting back down to my "fighting weight" and working on the PT requirements, just in case. However, I fear that my medical history might be a huge barrier to serving again. My RE code is 1B, I have a BA & MBA, and I am looking to enlist as 09S for OCS. I have read the entire DoDI and see a few issues, but there is a ton of grey area in there (that would best be answered by a medical professional). So, is everything waivable or would I just be wasting everyone's time (including my own)?