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Questions tagged [gmail]

Free e-mail service offered by Google. Mail can be accessed through webmail or through the POP3 or IMAP4 protocols.

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71 votes
7 answers
282k views

how to fix "send-mail: Authorization failed 534 5.7.14 "

I am trying to create e-mail alert on ssh root login so I had to install ssmtp and mail utility. Then I configured ssmtp.conf file as follows : # Config file for sSMTP sendmail # The person who gets ...
Connect's user avatar
  • 821
42 votes
4 answers
63k views

sendmail can not deliver to gmail - IPv6 sending guidelines regarding PTR records not met

I am having trouble in delivering mail to google from a fresh sendmail install on ubuntu 14.04. The DNS-records seem to be fine for the ip. Something else must be wrong. Sending mail from command ...
merlin's user avatar
  • 2,192
35 votes
3 answers
39k views

Remove "via" from emails sent to Gmail from Amazon SES

When sending emails from Amazon SES, gmail shows "sent via amazonses.com". How do I remove this? According to Google, I'm a sender and I don't want my recipients to see the "via" link. What can I ...
csi's user avatar
  • 1,605
19 votes
4 answers
59k views

Google SMTP Error: 454 4.7.0 Too many login attempts, please try again later

I discovered that while it was possible to use Gmail/Google Apps as an SMTP server for scripted use, if too many emails were sent I started getting error messages: SMTP Error: 454 4.7.0 Too many ...
AlexMax's user avatar
  • 543
17 votes
3 answers
8k views

SPF/DKIM/DMARC for Gmail "Send mail as" via smtp.gmail.com on external domain

Since "Google Apps" / "Google Apps for business" / "G-Suite" / "Google Workspaces" free tier is being discontinued, I need a solution to migrate my ~30 extended ...
Ozzah's user avatar
  • 279
14 votes
11 answers
18k views

What issues are there in using Gmail for a corporate email solution?

Some people will feel uncomfortable with having their company email outside their company network. How to allay such fears? What other issues are there in using Google for corporate email? What are ...
cletus's user avatar
  • 10.1k
14 votes
5 answers
68k views

postmap: fatal: open database /etc/postfix/sasl_passwd.db: Permission denied

I'm configuring Postfix to use external smtp. For this, I used this tutorial After following it, I found in the logs that /etc/postfix/sasl_passwd.db couldn't be read. The file didn't exist. I used ...
James Benders's user avatar
13 votes
3 answers
13k views

Why does DMARC operate on the From-address, and not the envelope sender (Return-Path)?

Several emails sent from my webserver to a Gmail address, where the From: address is [email protected], have been marked as spam by Gmail. The From: field is populated from form data, and ...
EelkeSpaak's user avatar
12 votes
4 answers
35k views

smtp.gmail.com from bash gives "Error in certificate: Peer's certificate issuer is not recognized."

I needed my script to email admin if there is a problem, and the company only uses Gmail. Following a few posts instructions I was able to set up mailx using a .mailrc file. there was first the error ...
ndasusers's user avatar
  • 427
12 votes
1 answer
7k views

Why don't my domain's messages to a google group get their headers rewritten so DMARC can pass?

Whenever my domain sends a message to a google group on another domain the DMARC alignment fails. This is true for all my approved senders, even using Gmail in my domain. It seems to be because the ...
lordbyron's user avatar
  • 371
12 votes
4 answers
7k views

GMail bouncing mail sent over IPv6, IPv4 working

I have trouble sending email to GMail addresses using IPv6 from my domain camgirltools.net If IPv4 is used, everything works as intended, the mail is delivered. When using IPv6 to send mail to GMail (...
Johannes H.'s user avatar
11 votes
4 answers
4k views

How I stop spam backscatter rendering email on my domain unusable?

Some miscreant is using non-existent accounts on my domain as a forged sender for spam emails (i.e., [email protected]). All the out-of-office and spam rejection emails are coming back to me (...
Rob Cowell's user avatar
11 votes
3 answers
5k views

Failed SPF for email imported to Gmail because of client IP instead of server's in message when sent through SMTP from one local box to another

We have a linux (Debian) VPS with domain (let's say example.com with MX mail.example.com) that has SPF set up. There is dovecot+exim running. There is also Direct Admin on top of that. When I send a ...
Zbyszek's user avatar
  • 175
11 votes
4 answers
28k views

monit send email does not work

I am trying to use monit, and set up email server using gmail. The configuration file is like this: set mailserver smtp.gmail.com port 587 username "[email protected]" password "password" using ...
Jiechao Li's user avatar
11 votes
4 answers
23k views

simple postfix configuration - forward all incoming email to single address

I've a Ubuntu 9.04 server installation which is hosting a small number of websites (currently two, and will remain in single figures). The email requirements for the server are very limited - to ...
Cruachan's user avatar
  • 429
11 votes
4 answers
25k views

Gmail does not accept mail from a new server

I am setting up a new server and discovered that Gmail does not accept emails from this server. I checked Exim logfiles and found the following: Our system has detected that this\n550-5.7.1 message ...
user189078's user avatar
11 votes
4 answers
9k views

Gmail SPF fail based on client IP

Gmail is failing SPF check based on the client IP. These are the relevant headers: Received-SPF: fail (google.com: domain of [email protected] does not designate 164.77.240.58 as permitted sender) ...
Max Toro's user avatar
  • 211
11 votes
4 answers
18k views

SPF + DKIM + DMARC with Gmail account and external mail server

I,m using gmail with own domain (Google Apps) for my project. Now I want to add external mail server for sending notifications for users. Gmail doesn't give private keys for DKIM and if keys will be ...
cptBuggy's user avatar
  • 111
11 votes
3 answers
10k views

Gmail rejects emails. Openspf.net fails the tests

I've got a problem with Gmail. It started after one of our trojan infected PCs sent spam for one day from our IP address. We've fixed the problem, but we got into 3 black lists. We've fixed that, ...
pablomedok's user avatar
10 votes
3 answers
4k views

Gmail flagging Dovecot email as insecure

I thought I successfully secured my Postfix/Dovecot email server. I have a signed certificate from LetsEncrypt, which is valid for my domain. Sending & receiving works fine, but since Gmail ...
gavanon's user avatar
  • 529
10 votes
3 answers
22k views

Why is my email failing Gmail's DKIM test?

I have a message that was rejected by Gmail, I don't know why. It passes SPF. We aren't using DKIM. Do I need to set up DKIM? I am in control of "example.com". Our mail server is "server.example.com" ...
nielsbot's user avatar
  • 223
10 votes
5 answers
2k views

Using gmail as your primary mail server

I have read that there is an option of using Gmail as your primary mail server. In the sense that you can add mx records etc and you do not have to do it on your own server. Do you think this is a ...
Saif Bechan's user avatar
10 votes
3 answers
12k views

How can the `to:` and `delivered-to:` fields in an email i received be different?

I received an email and I noticed that the Delivered-To: and To: fields were different. The To: field is not my actual email address, but the Delivered-To: field is. How does this happen? Delivered-...
asdf's user avatar
  • 109
10 votes
1 answer
1k views

Postfix emails detected as spam with gmail [duplicate]

I know that there are a few posts about this and I have been reading them for a while now but still, I can't resolve my issue. I’m running ISPconfig with postfix and I can’t figure out why my ...
DamDIT's user avatar
  • 131
9 votes
1 answer
4k views

Postfix - gmail encryption

My server is running on Ubuntu 14.04 and I have Postfix installed. When I send something to my gmail account, it goes to spam. I set up SPF, DKIM and DMARC, here is a confirmation: Authentication-...
BociucH's user avatar
  • 327
9 votes
1 answer
40k views

Configure Postfix to send/relay emails Gmail (smtp.gmail.com) via port 587

Using Centos 5.4, with Postfix. I can do a mail [email protected] subject: blah test . Cc: and the msg gets sent to gmail, but it resides in the spam folder, which is to be expected. My goal is to ...
tom smith's user avatar
  • 461
9 votes
7 answers
8k views

Can you configure MS Exchange to support the gmail "+keyword" trick?

Gmail allows users to create custom email addresses on the fly by appending "+keyword" to their email address. So, "[email protected]" and "[email protected]" & "myaddy+somethingelse@...
Busticated's user avatar
9 votes
2 answers
11k views

DKIM not signing with alias addresses - not internal, not authenticated

I have postfix, dovecot, opendkim and postsrsd installed. I am trying to forward mail from [email protected] to [email protected], and have them signed with DKIM. I use postsrsd in order for the SPF ...
user2370460's user avatar
8 votes
1 answer
12k views

Postfix - Untrusted TLS connection

My server is running on Ubuntu 16.04 and Postfix is installed. All the emails sent from my server are marked as spam by Gmail and I thought that setting up a TLS/SSL certificate from Let’s Encrypt ...
BociucH's user avatar
  • 327
8 votes
1 answer
32k views

How to configure sendmail to send email via GMail (smtp.gmail.com), using port 465 or 587?

I have configures sendmail to send email via my GMail (Google Mail) account, i.e. via smtp.gmail.com, by editing /etc/mail/sendmail.mc and regenerating sendmail.cf: -dnl define(`SMART_HOST',`smtp....
Jakub Narębski's user avatar
8 votes
1 answer
2k views

Is ed25519 well supported for the DKIM validation?

Based on the Exim4 docs I have the following script: #! /bin/bash -- ED="dkim_ed25519_$(date +'%Y%m%d')" RSA="dkim_rsa_$(date +'%Y%m%d')" ## Generate private key openssl genpkey -...
NarūnasK's user avatar
  • 378
8 votes
2 answers
5k views

Can My Personal GMail Query A Remote LDAP Server?

I have a personal GMail account, from which I frequently send e-mail to a great many various users of a specific business. The corporation has been kind enough to provide me with the credentials to ...
Maarx's user avatar
  • 181
7 votes
9 answers
5k views

Pros/Cons of switching from Exchange to GMail

We are a medium-large non-profit company, with around 1000 staff and volunteers, and have been using MS Exchange (currently 2003) for our mail system for years. I recently attended a Google ...
Brent 's user avatar
  • 23.5k
7 votes
4 answers
11k views

SMTP relay through GMail overrides "from:" address with "[me]@gmail.com"

I've been trying to figure out if this is a new "feature" or if there is an issue with my configuration. I'm using Ubuntu 10.04 Desktop with Postfix as MTA. My smtp (as opposed to smtpd) ...
FromageTheDog's user avatar
7 votes
2 answers
5k views

GMail suspects confirmation email in stealing personal information

When user registers on my web site, web site sends user email confirmation link. Subject: Please confirm your email address Body:Please open this link in your browser to confirm your email address: ...
Dennis Gorelik's user avatar
7 votes
2 answers
18k views

How to check if a mail server is flagged as SPAM by GMail?

I am using POSTFIX for sending mails. The mails that are sent from my mail server - mydomain.com are marked as SPAM in GMail. In other E-mail services like Yahoo and RediffMail, the mails are received ...
Deepika Masilamani's user avatar
7 votes
2 answers
15k views

How to combine SES for sending emails and Gmail for reciving

Usually I use Google Apps for business to handle my domains email send/receive needs. Today I have setup SES for one of my domains to handle email sending needs. My problem is that my understanding ...
mename's user avatar
  • 81
7 votes
3 answers
16k views

DKIM FAIL with domain null in GMail

I'm getting a DKIM: FAIL with domain null error in GMail. When I go to See Original in GMail, I get dkim=fail [email protected];. In my DNS I have the following TXT Records: DMARC TXT Entry: ...
jarvis's user avatar
  • 2,006
7 votes
2 answers
13k views

How to resolve SPF configuration to allow Google sending mails?

we are configuring DNS for a GMail service, the MX records are configured as to Google says, however, in the DNS check, there is a warning: SPF must allow Google to send mail on behalf of the domain ...
poseid's user avatar
  • 569
7 votes
5 answers
10k views

Why are emails sent from my applications being marked as spam?

I have 2 web apps running on the same server. The first is www.nimikri.com and the other is www.hourjar.com. Both apps share the same IP address (75.127.100.175). My server is through a shared ...
user avatar
6 votes
8 answers
6k views

Should our company allow employees to forward their Exchange email to GMail?

Many developer prefer the GMail interface and thus forward (actually pull) all their email to GMail. Assuming we trust Google, are there any reasons why this should be disallowed? Edit: Interesting ...
Assaf Lavie's user avatar
6 votes
1 answer
4k views

Mail from Teams forwarded to Gmail marked as spam due to DMARC failure

When I write a chat message in Microsoft Teams the receiver gets an e-mail notification on her Office 365 account ([email protected]) when she is offline in Teams. The receiver set it up so that all ...
Johannes Egger's user avatar
6 votes
2 answers
1k views

How to use two mail servers in parallel, if possible?

I basically want to have two separate email servers. The first one is the GoogleApps GMail service, which is for humans to use. The second server would be for sending messages from my application (so, ...
omninonsense's user avatar
6 votes
2 answers
18k views

Sendmail to local domain ignoring MX records (part 2)

I have the exact problem, like in this post: Sendmail to local domain ignoring MX records . I am also using an email provider like GMail For Your Domain (which stores your mail and manages it). I am ...
Vladislav Rastrusny's user avatar
6 votes
1 answer
6k views

Gmail POP3 with openssl command line: hangs while RETR-ing

I want to use openssl s_client for accessing Gmail POP3S server. I am doing the following: $ openssl s_client -connect pop.gmail.com:995 +OK Gpop ready for requests from <removed: ip> ...
Sabya's user avatar
  • 786
6 votes
2 answers
34k views

Easiest way to configure local SMTP server to relay through gmail on Windows?

We have gmail for our corporate email provider. I want to be able to send mail through smtp.gmail.com from ASP.NET. I have managed to do this just fine - and it has the benefit of all sent items ...
Simon's user avatar
  • 1,380
6 votes
1 answer
12k views

Gmail does not accept mail from a new VPS server with PTR setup

I have PTR records setup but I am not able to deliver mail to Gmail accounts: host gmail-smtp-in.l.google.com[2607:f8b0:4004:c08::1b] said: 550-5.7.25 [2a01:4ff:f0:a7b6::1] The IP address sending ...
pwz2000's user avatar
  • 163
6 votes
3 answers
20k views

Cannot send email from EC2 instance on port 587

I have written a mail service for our flask application that uses Celery and RabbitMQ to send emails (using gmail). I have got the celery consumer and producer communicating okay but I cannot get to ...
Tahsin Mostafiz's user avatar
5 votes
6 answers
1k views

Outsource my email server to Google

I've been looking into setting up my own email server the past couple of weeks and the more I look into it the more I feel that this is an area I do not want to get into. I guess my heart just isn't ...
Luke's user avatar
  • 3,856
5 votes
2 answers
8k views

Postfix not forwarding to .forward address

I have a VPS with Postfix. E-mail is working - I can send messages to and from it, tested using mutt and my GMail account. However, I want to forward all mails send to my VPS to my GMail account so ...
Dave's user avatar
  • 211

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