Hey there 
, sounds like a neat integration you have going on.
I think to better help there are a couple questions I am thinking of.
- Are you you routing based on the creation of a Discourse PM (personal messages) or a New topic / Topic reply?
If routing on a new topic / topic reply…
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On your Discourse instance, are you routing any topic, or reply to a topic, to Front as a new message?
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When you reply to a message from front, are you using the API to send a reply to the original topic?