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Release to Switch vs. Supervised

I have the following scenario. Incoming calls hit an IVR Auto Attendant. One of the options is to enter an extension. The call is then redirected to the extension. Once that calls reaches the extensions voicemail, they can zero out. This sends them to a route point registered to an IVR.

The issue I am having is that this call handler can successfully redirect the call if I set the transfer to supervised but not if I have it set to release to switch. The call reaches the IVR script but you get a "slow busy". I understand the difference between Release to Switch and supervised transfer. However, why would one work and not the other?

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