IPhone email not being sent but not in Sent Items or Outbox Folder

When I press send on an e-mail on my iPhone, the e-mail often disappears completely. It does not attempt to send, and is not in the Sent Items or Outbox Folder.
This has happened on a number of occasions on Microsoft Exchange accounts at work and I definitely had a full 3G/4G signal. Iphone IOS is up to date.
You would think that if it didn't send the message then it would be in the Outbox until you get a signal and then it would send it?
But no it just completely disappears.
Does anyone know of a fix?
Stevie

So I've been doing more tests. Maybe this will help diagnose a little more:
The users email is appearing in workgroup manager under /Info / Email Address.
I have changed the audience workflow property to one of my test email addresses - the message sends to the audience correctly.
I have modified a workflow and changed to $$User Email Address>> to explicitly be an email as opposed to the variable - the email was sent to the user, but the user's name was not in the email header. Instead it displayed the same as before: [email protected], , [email protected] I also looked at the results in the xgridagentd log under the console and the address showed up correct there.
If I do not explicitly put an email in as $$User Email Address>> the xgridagentd log shows something as follows:
Mon Feb 25 09:38:17 server.school.edu xgridagentd[43] : Notice: agent task "9964" started for user "podcastxgrid" executable "/usr/bin/pcastaction" arguments (\n mail,\n "--basedir=/Shared Items/Podcasts/Recordings/FD5ED310-A75B-45F2-8BC6-83F0D9F123AF",\n "--from=",\n "--to=[email protected],,[email protected]",\n "--smtp=smtp-auth.school.edu",\n "--body_file=mail.txt"\n)
Mon Feb 25 09:38:18 leo.gac.edu xgridagentd[43] : Notice: agent task "9964" finished for user "podcastxgrid" executable "/usr/bin/pcastaction" arguments (\n mail,\n "--basedir=/Shared Items/Podcasts/Recordings/FD5ED310-A75B-45F2-8BC6-83F0D9F123AF",\n "--from=",\n "--to=[email protected],,[email protected]",\n "--smtp=smtp-auth.school.edu",\n "--body_file=mail.txt"\n)
Notice that the from and to are blank.
I am using an external SMTP server, which we already have running and at least seems to be sending to whoever I explicitly list. It seems like the $$User Email Address>> variable is not getting any info.
Let me know if you have any ideas! Any other logs to check?
Thank you to any ideas. I am stumped!

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