Jojo
Try this. In Outlook click on Tools and then Account Settings. If there is more than one e-mail account listed highlight the e-mail account you are having problems with and click on it. The line should turn blue. Next click on the change icon right above the e-mail window. A window will come up that has your user name, e-mail address, Account type (POP 3) and the names of your incoming and outgoing e-mail servers. Most settings here would be pop-server.xxxx.yyyy.com and smtp-server.xxxx.yyyy.com. Next you will have your user name that is used to log onto the e-mail account and below it you will have a place for your password. Under that make sure remember Password is checked and Require logon using Secure Password Authentication (SPA) is Unchecked.
On that same screen hit the test account settings button. If things are working it will show you the results. If no this may be where you are receiving the error message.
Okay close out the test window and you should be back to the Change E-mail Account window. Make sure all the settings here are correct. Now click on the More settings button. Under the General tab you should have only the name of your e-mail account. In my case it is my e-mail address.
Next click on the Outgoing Server tab. This screen is very important in the settings as it controls how the outgoing mail is handled. On this screen you should have ONLY My outgoing server (SMTP) requires authentication AND Log on to incoming mail server before sending mail CHECKED.
On the Connections tab all that should be checked it Connect using my local area network (LAN) and nothing else.
On the final tab the Advanced tab here is where you entered the 587 port. My settings have the incoming server (POP3) set at port 110. Your port may be different but since you are able to receive e-mails leave the setting unchanged. NO other items are checked and the line that says Use the following type of encryption connection is set to none. When done click OK and it will take you back to the Change E-mail Account window and here you will want to hit the Test Account Settings button again. If everything is set correctly you will receive an e-mail titled Microsoft Office Outlook Test Message.
One thing I have found in Outlook over the years is that you may make a change on one of the settings tabs and it will require you to make changes on other tabs.
Give this a try and let us know how things work out.
VG
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