Are there any logs from the time that the SMTP connection was occurring? I don't see any information about that in the screenshot you posted. Also, I recommend checking out the other various Gmail related issues in the past if you haven't already. There's been quite a bit of discussion in those issues that may help you resolve the issue.

Gmail is an e-mail service that is offered by Google. Gmail is short for Google Mail. In addition to a free version, Gmail is also offers as part of the paid Google Apps for Business plan. How to Use a Free SMTP Server for WordPress Emails (7 Jul 08, 2020 SMTP & Email Problem - osTicket Forum osTicket is a widely-used and trusted open source support ticket system. It seamlessly routes inquiries created via email, web-forms and phone calls into a simple, easy-to-use, multi-user, web-based customer support platform. osTicket comes packed with more features and tools than most of the expensive (and complex) support ticket systems on the market. Must issue a STARTTLS command first. error for gmail Jul 27, 2011

This example uses the gmail server that accepts SMTP traffic on port 587 and IMAP on port 993. Gmail uses two different server addresses which is uncommon. These instructions are general enough to apply to most systems. If you don't have IMAP/SMTP enabled, in Gmail go to Settings, then to Forwarding, and "POP / IMAP" to turn on external access.

Feb 10, 2020 Gmail SMTP settings — here is what you need to send emails Oct 05, 2019

I get this error: Must issue a STARTTLS command first with all sent mail. Can anyone see why? relayhost=[]:587 smtp_connection_cache_destinations= []:587 #TLS

Feb 05, 2020 · As a side note, I have this same problem on my MacBook Pro, using Apple's Mail App, a free GMAIL account and a paid GSUITE account. However, the service interruption is usually a matter of seconds. So WebDevRobert when I run this command against my localhost, the status returned is False on all accounts. Gmail has a stand alone app which works perfectly. I recommend you go to the Google Play Store and get it. The gmail is going through the gmail servers and not verizon. If you have a regular email account from say Time Warner, or Comcast you can also download free and paid email apps from the Google Store.