Hi @Christian Nicholson ,
Welcome to the Microsoft Q&A Platform. Thank you for reaching out & I hope you are doing well.
I understand that you are in the middle of setting up Private DNS Resolver for OnPrem workloads.
Turns out, there was an overlap in the route table from the on-prem side, the subnet where the resolver endpoints were hosted in, didn't have a proper route specified for it on the on-prem side, so traffic was not being routed back on return
You informed you were able to resolve this.
Thanks,
Kapil
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