Hello Ali,

The best way would be to use postfix doing the authentication and relaying.

In Pf use localhost after.

Thanks,



Ludovic Zammit
Product Support Engineer Principal Lead

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Akamai Technologies - Inverse
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> On May 21, 2025, at 3:17 AM, Ali Esmat via PacketFence-users 
> <packetfence-users@lists.sourceforge.net> wrote:
> 
> This Message Is From an External Sender
> This message came from outside your organization.
> Hello PacketFence users community,
> 
> I've recently installed PacketFence 14.1 and tried to use it for a captive 
> portal with Email validation.
> Upon adding configuration for office 365 exchange, Email tests would fail 
> with the error below
> 
> SMTP auth() command failed:
> 5.7.4 Unrecognized authentication type
> 
> I've tried multiple variations from using STARTTLS to disabling SSL check and 
> on Exchange side tried disabling security defaults, allowing smtp auth for 
> the user account and using an app password instead of regular user password, 
> but the same error persisted.
> 
> Tests with other SMTP platforms yielded positive results.
> 
> Is there a known limitation for this or a compatibility issue, and is there 
> also a known workaround that could help, unfortunately forum threads i've 
> seen for this issue are still open ?
> 
> Thanks in advance.
> _______________________________________________
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> PacketFence-users@lists.sourceforge.net 
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