Unable to Setup Email in FreeNAS

[theEmbark]

Hey guys,

I had a working version of freeNAS up and switched my install media to some SSDs so I performed a clean install of freeNAS. I'm going thru my setup notes and trying to verify my email is setup and am having issues.

I am using the below credentials - which I confirmed to be correct but freeNAS isn't liking the idea of sending a test email. My email IS a google business apps email account but the SMTP setup is the same.


Thanks,
Kevin

 

[Spearfoot]

Hey guys,

I had a working version of freeNAS up and switched my install media to some SSDs so I performed a clean install of freeNAS. I'm going thru my setup notes and trying to verify my email is setup and am having issues.

I am using the below credentials - which I confirmed to be correct but freeNAS isn't liking the idea of sending a test email. My email IS a google business apps email account but the SMTP setup is the same.

Thanks,
Kevin

I believe the Google SMTP server is at smtp.gmail.com, not smtp.google.com.

Also, make sure you've specified a DNS server in your network settings.

 

[theEmbark]

I believe the Google SMTP server is at smtp.gmail.com, not smtp.google.com.

Also, make sure you've specified a DNS server in your network settings.

Oh wow! that's what I had written down. I guess my fingers weren't on the same page.

So I updated it to smtp.gmail.com but still get the error:


DNS is setup as follows - just pointing to google:

 

[Mirfster]

You need to enter a "IPv4 Default Gateway". Normally it is the IP of your router....

 

[danb35]

Log into the shell on your server. Can you ping google.com? I'm thinking you need to enter an IPv4 default gateway.

 

[pschatz100]

First of all, have you set up email for Root user?

You need to specify a default gateway. You might also try changing the port to 587. I had better luck with that one. And you should change your security to TLS. It is better than SSL for this purpose.

 

[Spearfoot]

First of all, have you set up email for Root user?

You need to specify a default gateway. You might also try changing the port to 587. I had better luck with that one. And you should change your security to TLS. It is better than SSL for this purpose.

Agree that OP needs an IPv4 default gateway.

According to Google support, you can use SSL on port 465 or TLS on port 587 -- whichever floats your boat! -- both hitting smtp.gmail.com:

https://support.google.com/a/answer/176600?hl=en

 

[theEmbark]

I will try the IPv4 default gateway. I didn't have this setup before and when I googled this issue people suggested trying that although I didn't see any direct results from it. I actually did test it and it didn't fix the issue so I removed it but let me try switching ports and I'll put my router address in again.

Thanks,
Kevin

That seemed to work! Thanks guys!
-Kevin

 

[danb35]

The port is not your problem, the problem is that your FreeNAS box doesn't know who "smtp.gmail.com" is. If you have a nameserver configured (as you do), the next most likely reason is that you don't have a gateway configured, and you don't. Configure it, and see what that does. If it still doesn't work, refer to my previous post.

 

[rplucker]

I had the same problem and I went through similar steps that you did. Turns out I had to enable less secure apps in google settings. It worked for me.

https://www.google.com/settings/security/lesssecureapps

 

[pschatz100]

I had the same problem and I went through similar steps that you did. Turns out I had to enable less secure apps in google settings. It worked for me.

https://www.google.com/settings/security/lesssecureapps

Yes... forgot to mention that in my previous post.

 

[markpingel]

The "less secure apps"thing worked for me to. Anyone know how to keep that setting to the secure side of things and still get freenas to send emails?

 

[pschatz100]

The "less secure apps"thing worked for me to. Anyone know how to keep that setting to the secure side of things and still get freenas to send emails?

I don't think the "less secure apps" setting in Gmail is all that big an issue. It is a set of protocols that gmail has decided may not be as good as their preferred protocols. Google does this from time to time. At the end of the day, your email is still secure enough (you have to accept the fact that no email system is perfectly secure.)

If you want to be extra careful, then create a gmail account just for your systems monitoring. That is what I have done and I've never experienced a problem. If the email account were to be compromised somehow, I would just delete that account and it would not affect my regular email activity. Gmail provides lots of tools for forwarding and labeling messages, so you can set up alerts from a special gmail account and have them forwarded to an account you use on a daily basis.