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code9 Server does not support AUTH — Gmail SMTP on port 587

VTScada alarm notifications and are now getting SendMail Error [9]: Server does not support AUTH when sending through smtp.gmail.com.
Setup:

VTScada latest version, Windows 10
SMTP server: smtp.gmail.com, port 587
Transport layer security: "Use TLS if available"
Gmail has 2-Step Verification on, using app password
POP3 incoming side works fine with the same credentials

What we tried:

Port 587 + TLS if available → Error 9
Port 587 + TLS always → Error 13 (TLS negotiation failed)
Port 465 + SSL → Error 1 (timed out)

Wireshark shows: VTScada completes the EHLO handshake but never sends STARTTLS. Gmail doesn't advertise AUTH before TLS (which is normal), so VTScada gives up with Error 9.
This was working with our previous Gmail account. What are we missing?

VTScada alarm notifications and are now getting SendMail Error [9]: Server does not support AUTH when sending through smtp.gmail.com. Setup: VTScada latest version, Windows 10 SMTP server: smtp.gmail.com, port 587 Transport layer security: "Use TLS if available" Gmail has 2-Step Verification on, using app password POP3 incoming side works fine with the same credentials What we tried: Port 587 + TLS if available → Error 9 Port 587 + TLS always → Error 13 (TLS negotiation failed) Port 465 + SSL → Error 1 (timed out) Wireshark shows: VTScada completes the EHLO handshake but never sends STARTTLS. Gmail doesn't advertise AUTH before TLS (which is normal), so VTScada gives up with Error 9. This was working with our previous Gmail account. What are we missing?
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