Forum Discussion

lutzsucceed's avatar
lutzsucceed
Copper Contributor
Apr 14, 2025

Outlook Auto-Sending Strange Messages to Leads from Synced Calendar Events

We’ve recently created a calendar in Outlook that’s synced from our CRM via LeadConnector. The sync itself is working fine — but Outlook is automatically sending confirmation emails to our leads when an Appointment is added to the calendar.

Out of the first 4 emails sent, 2 of them included strange and unprofessional messages that we never wrote or approved.

Here are two real examples of what Outlook sent:

📩 Message 1:

It would be nice to be more careful.

📩 Message 2:

I’d love to keep talking about this — your thoughts are really valuable to me...

These messages are not coming from our CRM. We’ve double-checked everything — there are no templates, automations, or message content like this in our system. It seems Outlook is generating or injecting these lines on its own when it auto-emails the attendee listed on the event.

Now we’re concerned it’s going to keep sending more strange messages to our leads.

What we want to do:

  • Stop Outlook from automatically emailing attendees when synced events are created
  • OR at the very least, stop it from inserting these strange message lines

I’ve looked in the Outlook calendar settings but can’t find any option to disable guest notifications for synced or externally created events. Has anyone run into this? Any help would be greatly appreciated — we want to stop this before it gets worse.

 

5 Replies

  • lutzsucceed's avatar
    lutzsucceed
    Copper Contributor

    OK, so Good News, the TECH for our CRM disabled a feature that allowed Outlook to send Appointment Confirmations and that appears to be working after a few test messages.  I still don't know where these cryptic creepy messages came from but at least they're not going out anymore.

  • This sounds phishy to me, have you checked the connectors in the 365 admin? Be sure that LeadConnector is setup fine and if you see any other strange connectors listed. Usually they are junk name like "xyz" or something like that. Then I would go into Azure of the accounts sending the calendar invites and look at the logins, making sure it's only your employee logging in. Since these are so not your normal communication, the phishers can be really sneaky how they start their planning for an attack. You can also look at the online rules for that account and just double check there is no forwarding setup, just in case. As well, to be safe change the password on the account that is doing the sending of the events. 

    I'll try to do some more thinking about what would be sending these messages, very odd I agree.

    • lutzsucceed's avatar
      lutzsucceed
      Copper Contributor

      thanks for the reply.  I'm not sure I know how to check connectors in 365?  We had another booked appointment last night and it sent an appointment confirmation email that also included the text "CALL ME" what the heck?  We are required to use the authenticator app to login so I don't understand how a hacker could get in with a PW?  QUESTION: Is there any way to prevent Outlook from sending an Appointment Confirmation Email?  I'd really like to keep using Outlook Calendar but if it's going to send cryptic messages to Leads we worked so hard to get...  super strange and frustrating...   THANK YOU for your time.

      • LisaHendrickson's avatar
        LisaHendrickson
        MVP

        It's hard to explain how they get in your accounts but today I helped a client who got hacked into 2 different Microsoft 365 accounts and he had MFA security on and I verified it worked. The hackers are getting very clever, so it doesn't hurt to do checks on your security a few times a year. Connectors are in the Exchange mailbox area of the admin center. 

        Sounds like you got the rest squared away, glad it's working again for you!