Coolblues, I assume the situation is that it was "successfully loaded to your card" according to Reloadit, but the funds never showed up in your AN account. If so, welcome to the club. I've been a member since early Apr.

You don't need to be at the mercy of their poorly trained support. They do not appear to understand that as a Money Services Business they are responsible for tracing your funds, they do not hold their commitments to call back, they do not hold their promises to set up 3-way calls (with the customer and prepaid card). Their parent (blackhawknetwork.com) does not seem to be caring enough either (so you can skip the step of contacting them unless you want to contact directly some of the senior executives).

You may open a criminal investigation (not sure though that resources police is going to devote to your case will be a substantial improvement over current situation), you can sue in a small claims court (make sure to have sufficient evidence), you can contact your state attorney general, but, IMO, most effective way, given Reloadit is a MSB, is likely to go through regulators. You can start with a CFPB complaint.