Using azure platform; issues configguring

Hello fello WordPress useres,
Here is my issues, Im working on a project which the client has purchased and currently running on a azure cloud hosting platform…. which does not allow for standard SMTP protocols which has led me to this pluggin. I ran the test and still not working… Im runningthe followin

WP version 3.9
-PLUGGIN SET UP:
Webriti SMTP Mail

Enter your email address that emails should be sent from.
–From Email: [email protected]
–From Name: Admin

Mailer
-CHECKED BOX (yes)= Send all WordPress emails via SMTP.

SMTP Options
SMTP Host: smtp.gmail.com
-SMTP Port
-Port: 465

Encryption
-CHECKED BOX (yes): Use SSL encryption.

Authentication
– Yes: Use SMTP authentication.

Username:
– [email protected]

Password:
-ect ect ect

Question one: Could it be that im using the wrong email address that emails should be sent from and where or how would I be able to find this email? Its possible I input the wrong one.

Question two: Azure has a service called sendgrid, from what I read, it would serve as an email function for the host side but on explains it as to have the ability to sen mail, but I need its function on wordpress so that members can register and receive their activation key (THERE LIES THE PROBLEM, WOULD SENDGRID SOLVE MY THIS ISSUE) the following:

Figure-10 Set up site Auto Scale

By default Email service is not configured in WordPress. To enable Email functionality, you would need a third party email service like SendGrid. Learn how to configure SendGrid account from Azure Store . Once you have purchased this Add-On service, you need to install SendGrid Plugin for WordPress and configure it with you newly created SendGrid account.

Here is the link to their instruction on build:

https://azure.microsoft.com/blog/2014/05/13/how-to-run-wordpress-site-on-azure-websites/

Its been weeks of trying different pluggins and trying to retrofit them so they may work but not luck. Anyone out there familiar with these issue?

Thanks you for your readind this far,
-Erawkz.

https://www.ads-software.com/plugins/webriti-smtp-mail/