SSMTP on Ubuntu 18.10 server stopped sending email through GMail

I use SSMTP on many of our servers. As of June 6th 2019 I can no longer get SSMTP on any of my ubuntu servers to send email. I have some raspberry pies using the same scripts and they send just fine. On site and offsite using different Google domain names stopped sending, so its not tied to one specific Google apps domain. Nor is it tied to a specific network. All systems are running 18.10. Other things using this same account, send fine, through Ubuntu. PHP mailings for example.

It also does not matter what user I try to use within each Google domain. I can use SSMTP with a yahoo user and that sends from Ubuntu.

When I do ssmtp with -v on a linux box I see:

[<-] 220 ESMTP b6sm3003334iok.71 – gsmtp [->] EHLO [<-] 250 SMTPUTF8 [->] STARTTLS [<-] 220 2.0.0 Ready to start TLS [->] EHLO [<-] ssmtp: (

When I do the same on a pi I see:

[<-] 220 ESMTP w23sm3846674iod.12 – gsmtp [->] EHLO [<-] 250 SMTPUTF8 [->] STARTTLS [<-] 220 2.0.0 Ready to start TLS [->] EHLO [<-] 250 SMTPUTF8 [->] AUTH LOGIN [<-] 334 Vjjl;hbWU6 [->] bmFnaW9zQG5XJzLm9yZw== [<-] 334 UGFzc3dvcmQ6 [<-] 235 2.7.0 Accepted [->] MAIL FROM: [<-] 250 2.1.0 OK w23sm38674iod.12 – gsmtp [->] RCPT TO: [<-] 250 2.1.5 OK w23sm38674iod.12 – gsmtp [->] DATA [<-] 354 Go ahead w23sm3874iod.12 – gsmtp [->] Received: by (sSMTP sendmail emulation); Fri, 14 Jun 2019 16:59:33 -0500 [->] From: “root” [->] Date: Fri, 14 Jun 2019 16:59:33 -0500 [->] test [->] [->] . [<-] 250 2.0.0 OK 1560549575 w23sm3846iod.12 – gsmtp [->] QUIT [<-] 221 2.0.0 closing connection w23sm3846iod.12 – gsmtp

Just wondering if anyone else using Google to send email with SSMTP has seen the same behavior? I haven’t tested an 18.04 or 19.04.

Thank you!!


Need a Gmail filter that ignores older emails

I want to set a filter that:

  • Sets filter for matching new emails
  • Does not filter emails before a set date

This is because I have 1000s of old emails that I don’t want to filter. But seems setting “Data after…” does not work in combination with new emails.

I thought of e.g. setting the filter without date condition, then removing older matches, but I have many such filters I need to set so prefer a more elegant solution.

Grateful for any ideas.

How can I keep emails received from certain email addresses out of my “promotions” tab in Gmail?

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Sometimes, however, GMail thinks an order confirmation qualifies as a promotion. I don’t want that. And for some companies, I do actually want to receive every single promotional email among my ordinary mail, so I’m less likely to miss out on it.

I read somewhere that adding an email address to the address book should prevent this, but this definitely doesn’t always work. For example, if an email is sent through MailChimp, GMail doesn’t seem to care if an email address in your address book and it will put an email under the promotions tab even if its from address is an address in my address book.

Is there a better way to configure GMail, so emails from a certain email address (or a certain domain) never are labeled as promotions, regardless of whether they’re sent through a bulk mailing vendor like MailChimp?

Gmail Mass Sender Bot (FREE)

Gmail mass sender is a email auto sender, simple but useful, it sends 1 email every 30 seconds +/- for a max of 500 emails per day, normally I would leave it running all night, it will send all 500 emails in around 6-7 hrs per gmail account, very simple to set up…



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I have multiple Gmail accounts and recently added a GSuite account for a non-profit with which I’m working.

I’d like my bookmarks/folders to appear the same on both laptop and desktop computers for my GSuite account. However, I DO NOT want my bookmarks for my GSuite to include bookmarks from my personal Gmail account.

What happens if I sync the GSuite account? Will it only sync bookmarks for the GSuite account across platforms? Or will it incorporate all my bookmarks for all Gmail accounts into one huge conglomeration of bookmarks? I really only want the GSuite bookmarks in the GSuite account and no others. Can I sync that account without bringing in all the personal bookmarks to that account?