Quick guess - I'd mess with your port settings. Are you pointing it toward the correct SSL or TLS port? There might also be settings you can try like checking/unchecking "Use SSL"

the ports I used (587, 993) are directly from Microsoft. I tried unchecking the SSL options and got the following


================= Main - Param Init ================= Failed to connect! Error is [Errno -2] Name or service not known [Errno -2] Name or service not known ----------------- Main - Finished ----------------- Output Message: Failed to connect! Error is [Errno -2] Name or service not known Result: False Status: 2

I think I'll try a google account

@Gabriel_Munits1

Can you see what the error is if you click on the red X after the test?

Hi Maxwell, we have an integration with emailv2 using an office 365 but in the smtp server do you have configurated the
smtp.office365.com
?

When using my
outlook.com
account, the error is:


================= Main - Param Init ================= Failed to connect! Error is [SSL: UNKNOWN_PROTOCOL] unknown protocol (_ssl.c:1076) [SSL: UNKNOWN_PROTOCOL] unknown protocol (_ssl.c:1076) ----------------- Main - Finished ----------------- Output Message: Failed to connect! Error is [SSL: UNKNOWN_PROTOCOL] unknown protocol (_ssl.c:1076) Result: False Status: 2

Late reply, but I expect that the EmailV2 Integrator just will not work with Office 365... or if it does work now, it will not work for long. You likely will need to use the Exchange integration instead.

MS is working on disabling single-factor password authentication. In the near future (October 2022 at latest) you will need to use OAuth token authentication for their services. We had this issue when trying to use "basic auth" with the Exchange integration.