Mike:
I agree....
All are cached mode. Local and Inter-office (via site-to-site cisco vpn). 
Client anti-virus = Symantec 10.1 (no Exchange scanning). Server Protection = 
GFI MailSecurity & GFI MailEssentials. Client Firewall = Windows.

Clients are also configured for RPC/http in case they travel to locations 
outside of my inter-office network.

Joseph Danielsen, CSBS, MCSA-2003, MCSA-2000, MCP
Network Blade Inc.
49 Marcy Street
Somerset, NJ 08873
732-213-0600
www.networkblade.com                         

-----Original Message-----
From: Micheal Espinola Jr [mailto:[EMAIL PROTECTED] 
Posted At: Tuesday, June 24, 2008 11:48 AM
Posted To: Exchange
Conversation: Mail Server Requires Authentication Bounce Message
Subject: Re: Mail Server Requires Authentication Bounce Message

Well...  it sounds it there is a break in recognized authentication.
Are these clients working offline or cached? Local network?  VPN'd?
What AV/client-firewall is in place?


On Mon, Jun 23, 2008 at 2:28 PM, ExchList <[EMAIL PROTECTED]> wrote:
> Mike: the domain is MY domain. This has happened while sending to multiple 
> external domains [possible 5 or 6] (two of which perform zero filtering). The 
> funny thing is that when employee #1 was sending to external_Recipient_XYZ 
> and getting it bounced, Employee #2 was able to successfully send to 
> external-Recipient_XYZ. Then several hours later employee #1 can successfully 
> send mail to the same recipient again.
>
> Joseph Danielsen, CSBS, MCSA-2003, MCSA-2000 (Messaging), MCP
> Network Blade Inc.
> 49 Marcy Street
> Somerset, NJ 08873
> 732-213-0600
> www.networkblade.com
>
> Ask me why a Microsoft Certified Small Business Specialist is best for your 
> company
>
>
>
> -----Original Message-----
> From: Micheal Espinola Jr [mailto:[EMAIL PROTECTED]
> Posted At: Monday, June 23, 2008 1:45 PM
> Posted To: Exchange
> Conversation: Mail Server Requires Authentication Bounce Message
> Subject: Re: Mail Server Requires Authentication Bounce Message
>
> mail.domain.com #5.5.0 smtp;503
>
> Is mail.domain.com your domain or the final-recipient domain?  How
> many external domains does this problem occur with.  Is it always the
> same ones?
>
>
> On Mon, Jun 23, 2008 at 11:19 AM, ExchList <[EMAIL PROTECTED]> wrote:
>> Oh my gosh am I about to hang myself over this problem; with what seems to
>> be a simple issue is evading me for a solution.
>>
>> Exchange 2003 SP2, Windows 2003 R2 (patched)
>>
>>
>>
>> A few times per week, users will report that when sending to 'one
>> particular' email address - it gets bounced with the message below. Other
>> outbound messages from the client at that time will go through. And at the
>> same time if another employee sends an email to the same recipient it will
>> go through.  Each employee that experiences this bounce message is sending
>> to a different recipient/domain; and they don't always get bounced.
>>
>>
>>
>> My research has revealed a number of old posts with the same problem but do
>> not provide any solutions.
>>
>>
>>
>> I case of beer for the one who solves this for me - so I can sleep at night.
>> PLEASE HELP ME!
>>
>>
>>
>> mail.domain.com #5.5.0 smtp;503 This mail server requires authentication
>> when attempting to send to a non-local e-mail address. Please check your
>> mail client settings or contact your administrator to verify that the domain
>> or address is defined for this server.
>>
>>
>>
>> Joseph Danielsen, CSBS, MCSA-2003, MCSA-2000, MCP
>>
>> Network Blade Inc.
>>
>> 49 Marcy Street
>>
>> Somerset, NJ 08873
>>
>> 732-213-0600
>>
>> www.networkblade.com
>>
>>
>>
>>
>
>
>
>
> --
> ME2
>
> ~ Ninja Email Security with Cloudmark Spam Engine Gets Image Spam ~
> ~             http://www.sunbeltsoftware.com/Ninja                ~
>
> ~ Ninja Email Security with Cloudmark Spam Engine Gets Image Spam ~
> ~             http://www.sunbeltsoftware.com/Ninja                ~
>




-- 
ME2

~ Ninja Email Security with Cloudmark Spam Engine Gets Image Spam ~
~             http://www.sunbeltsoftware.com/Ninja                ~

~ Ninja Email Security with Cloudmark Spam Engine Gets Image Spam ~
~             http://www.sunbeltsoftware.com/Ninja                ~

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