I think technology had a hand in hiding who was contacted and how. I think JR used his iPod for messenger, Facebook, text apps, Skype or FaceTime to call. I think he was honest about Lauren mistaking it for her phone after seeing or hearing him use it. I don't know if I have a lot of faith in the local LE investigation in that regard. I think they possibly have overlooked a lot of possible info. I bet JR's iPod was never investigated as I am sure his phone was. JW has said he continued to call her phone. I don't think he gave up since he "always had to take care of her". I think he did.
I agree that I'm not sure LE has looked into everything they probably should have. One question though: (I have an old classic ipod, it doesn't have wifi or apps, so I'm not sure how this would work) If JR used his ipod to text or otherwise contact JW wouldn't there be a record of it on JW's phone, even if there wasn't one on JR's? Since JW was the boyfriend, I'd like to think that LE looked closely at him, or at the very least looked into his phone records, surveillance tape by his apartment, etc. but who knows
I can't really see JW being in cahoots with JR or CR, IMO I think its either or, not both (or a stranger abduction)
Also where did you hear that JW is in Michigan? His facebook was fairly recently updated to say that he's living in NYC. If he is living in michigan and working with JR/DB, thats certainly a red flag, imo