Hey @MortgageRockstar, welcome to the community!
I am sorry to hear you’re having trouble. The error message could suggest the SMTP server is using STARTTLS which might cause the trouble here. We currently have a ticket for improving the behaviour in our backlog, but I do not have an ETA yet I am afraid.
If the SMTP server doesn’t offer any additional ports allowing unencrypted traffic you might want to consider the below workarounds:
- Manually share the sign up URL, @Jon described the structure here: [User Management] How to invite users with SSL-less/unauthenticated SMTP server? - #14 by jon
- Consider using a separate ESP for n8n. Sendgrid for example allows 100 free messages per day and has an SMTP API working fine with n8n.