With the introduction of two-factor authorization since the original date of this article, there is a second (and becoming more common) cause of this error: Outlook needs the app password, as it will not currently bring up the second authorization screen.
The message that comes up when Outlook can't set up an encrypted connection automatically caught a couple of users off guard this week. After calling their mail provider to verify the account supports encryption, they asked me what was wrong with Outlook.
An encrypted connection to your mail server is not available. Click next to attempt using an unencrypted connection.
This message doesn't mean that the mail server doesn't support encryption, it just means Outlook's Auto Account Setup can't determine the correct settings to use. This is caused by incomplete or missing autodiscover records in DNS. As a result, you'll need the account up manually if you want to use encryption.
When this message comes up, click Back, select Manually configure server settings then click Next.
You'll need to enter your account information and server names then click More Settings and configure your SSL or TLS settings on the Advanced tab.
Yeah... I have all those settings correct, and Gmail was working fine until "all of a sudden" today - password entry dialog box keeps popping up. But that's not the problem, because I have verified I'm entering the correct user name & password, and all the server settings are correct.
Also gone through the Google security settings, and "less secure app access" is set on, and IMAP & POP3 access is set on (as one would expect, when Outlook has been working correctly for several years now).
I have also done an Outlook repair install, to no avail. What now!!!
I think there is a bug with the gmail service - had a customer today where one of his 4 accounts was failing. We could not get it fixed
Used the settings and still have password prompts from smtp and imap. Simple password update and I am supposed to be an IT expert? Wow doesn't work for the masses POS Outlook.
do you have 2 factor auth enabled for your email account? Use an app password instead of your real password if you do.
This idea is not working , I have tried as you mentioned above but not succeed.
Unfortunately this still doesn't work for me.
Are you using two factor authorization? What type of email account are you using?
I am using MFA and all of the sudden, I can't load a profile any more. I have the correct app password too, not the login password. Just stopped working, and I had it working before with MFA. Please help. Our autodiscover record is fine and shows no errors.
Any error messages? Was an update installed right before it happened?
What OS are you using?
Same issue here
The solution is here : https://docs.microsoft.com/en-us/office365/admin/security-and-compliance/enable-modern-authentication?view=o365-worldwide
Hello,
I have 2 gmail accounts - 1 for home, 1 for work. The home one was created over 10 years ago and the work one less than a year ago.
Using Outlook 2010 both at home and at work; both are windows10.
I can connect my older gmail to both Outlooks, but neither one will accept the newer address.
I have tried to install it on Outlook 2016 to no avail.
Do you get any error messages? It sounds like it might be security settings in gmail- you need to enable 2 factor auth then use an app password in outlook or set gmail to allow less secure apps.
Our company email is in Outlook 2013 and has suddenly stopped allowing email to come since yesterday morning, I have tried all the suggestions, called Microsoft support, Hover support, restarting, removing Windows and Generic Credentials, and I STILL cannot receive email. There have been no updates and no changes made so I have no idea what has happened. I am getting the no encryption message that all seem to be talking about. I HAVE to get me email back up and need help ASAP. Thank you!
Sondra (I have typed my personal email below so I can receive your response. )
What type of email account is your company email? did you try adding the account to outlook again?
hi when i i configure gmail account in outlook office incoming mail is error showig unenerypted
what are you using for the port #? use 995 & SSL/TLS for incoming and 587 and TLS or port 25 and STARTTLS (2016 only)
I am using gmail with outlook 2013 and have enabled less secure apps and imap. It was earlier working fine but now prompting for password again and again. I have followed all steps but didnot work. plz help.
Does it ever connect?
Did you double check the setting in google, in case it got enabled somehow?