Ray, here's the latest bounce message:

Delivery to the following recipient failed permanently:

     [email protected] <[email protected]>

Technical details of permanent failure:
Google tried to deliver your message, but it was rejected by the relay 
smtpauth.neu.edu by smtpauth.neu.edu. [155.33.16.43].

The error that the other server returned was:
Remote server does not support SMTP Authenticated Relay


Weirdly enough, it was working for most of the day and just rejected one. 

On Tuesday, September 16, 2014 7:08:22 PM UTC-4, Ray M wrote:
>
> I don't recommend using Gmail's SMTP as you could still run into bounces 
> due to relaying (550 error). So after updating your smtp settings to use 
> your work server, what did the bounce message say?
>
>
>
> On Sunday, September 14, 2014 5:54:06 PM UTC-4, Dan Kennedy wrote:
>>
>> I redirect my work email to my Gmail account, where I have set up a 
>> different identity. The other day I deleted my work identity and then 
>> attempted to re-create it. It used to be that, by default, you could use 
>> the Gmail SMTP server with any identity you owned. This time it didn't seem 
>> to be an option. When I set up my identity to use my workplace SMTP server, 
>> emails I sent started bouncing -- not all of them, but many of them. Any 
>> idea what's going on?
>>
>> BTW, when I use Postbox I have no problem using the Gmail SMTP with my 
>> workplace identity. But Postbox is so slow.
>>
>> Thanks!
>>
>

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