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Advice needed: Security Warning using Outlook Microsoft 365

FIXED
DavidHughN
Newbie
Posts: 3
Registered: ‎26-04-2021

Advice needed: Security Warning using Outlook Microsoft 365

On a recently bought second laptop  I am now attempting to setup an email account using Outlook 365 This is a duplicate of an account which was setup and has been in use for some years now on my first computer also using Outlook 365. The laptops are not networked

  1. On the first laptop the settings for this email account are

Incoming Mail server imap.plus.net        Port 143

Encryption Method                                   None

Outgoing mail server imap.plus.net         Port 587

Encryption Method                                   None

 

  1. Using These settings on the second laptop, the connection is timed out

 

But what does work is (which appears to be Outlook’s default setting) :

Incoming Mail server imap.plus.net          Port 143

Encryption Method                                   None

Outgoing mail server smtp.plus.net          Port 587

Encryption Method                                   STARTTLS

  • My outgoing (STMP) server requires authentication
  • Use same settings as my incoming mail server

But in doing so I get the security warning that the certificate cannot be verified.

So please what settings should I be using ?

5 REPLIES 5
MJN
Pro
Posts: 1,283
Thanks: 146
Fixes: 5
Registered: ‎26-08-2010

Re: Advice needed: Security Warning using Outlook Microsoft 365

Fix

Looking at the certificate that 'smtp.plus.net' serves up, it doesn't actually cover the 'smtp.plus.net' name itself hence Outlook is likely rightly rejecting (or at least complaining about from what you've said?) the connection on the grounds that it could be masquerading as 'smtp.plus.net'.

Try changing it to relay.plus.net instead as that resolves to the same machine(s) and is the subject name on the certificate so should verify.

Incidentally, I am surprised your previous settings worked as there's no SMTP/Submission service listening on 'imap.plus.net'. 🙂

jab1
Seasoned Hero
Posts: 7,952
Thanks: 2,648
Fixes: 84
Registered: ‎24-02-2012

Re: Advice needed: Security Warning using Outlook Microsoft 365

Good spot about the outgoing server name, @MJN - 'smtp.plus.net' is definitely wrong - as the OP should see from the details supplied in the PN mail set-up instructions.

John
DavidHughN
Newbie
Posts: 3
Registered: ‎26-04-2021

Re: Advice needed: Security Warning using Outlook Microsoft 365

Yes thank you for confirming the need to change to  relay. plus.net. for outgoing. It works. 

DavidHughN
Newbie
Posts: 3
Registered: ‎26-04-2021

Re: Advice needed: Security Warning using Outlook Microsoft 365

Yes I did note the set-up instructions. As it is, the account in question is  a waitrose.com email address which I have had for 15 to 20 years.  This is a legacy account  set-up some years before the waitrose broadband service was incorporated into the John Lewis Broadband service. I did not have to set-up the account using  "Manage My Mail" . This may perhaps explain why the  imap. plus.net works for outgoing mail on the first laptop?.

Townman
Superuser
Superuser
Posts: 17,643
Thanks: 7,360
Fixes: 71
Registered: ‎22-08-2007

Re: Advice needed: Security Warning using Outlook Microsoft 365

No not at all - how the mailbox is set up has nothing to do with the mail collection server addresses.  It is odd that imap.plus.net works for out bound at all.

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