Email to Fax

New puzzler that I figured I'd start here in case anyone wanted to hand me some tips as I work through it.
Fax to email is functioning without issue, but email to fax is acting...odd...
fax_emails.php appears to process it and notes the relevant data, I can tell the fax-server is picking it up because it gets picked up in /var/lib/freeswitch/storage/fax/[server ip]/7000/sent and /var/lib/freeswitch/storage/fax/[server ip]/7000/temp, but it doesn't send out, and it doesn't show up in Detail Call Logs as going out.

Below are my current advanced settings.

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