(SQL Server) GMail SMTP port 587 with "less secure" Password Authentication

Send email using GMail's SMTP server on port 587 (SSL via STARTTLS).

Chilkat ActiveX Downloads ActiveX for 32-bit and 64-bit Windows

-- Important: See this note about string length limitations for strings returned by sp_OAMethod calls.
--
CREATE PROCEDURE ChilkatSample
AS
BEGIN
    DECLARE @hr int
    -- Important: Do not use nvarchar(max).  See the warning about using nvarchar(max).
    DECLARE @sTmp0 nvarchar(4000)
    -- This example assumes the Chilkat API to have been previously unlocked.
    -- See Global Unlock Sample for sample code.

    DECLARE @mailman int
    -- Use "Chilkat_9_5_0.MailMan" for versions of Chilkat < 10.0.0
    EXEC @hr = sp_OACreate 'Chilkat.MailMan', @mailman OUT
    IF @hr <> 0
    BEGIN
        PRINT 'Failed to create ActiveX component'
        RETURN
    END

    DECLARE @success int

    -- Use the GMail SMTP server
    -- This example assumes your GMail account allows for "less secure apps" to use 
    -- SMTP username/password authentication.
    -- For OAuth2 authentication, see GMail SMTP with OAuth2 Authentication
    EXEC sp_OASetProperty @mailman, 'SmtpHost', 'smtp.gmail.com'
    EXEC sp_OASetProperty @mailman, 'SmtpPort', 587
    EXEC sp_OASetProperty @mailman, 'StartTLS', 1

    -- Set the SMTP login/password.
    EXEC sp_OASetProperty @mailman, 'SmtpUsername', 'chilkat.support'
    EXEC sp_OASetProperty @mailman, 'SmtpPassword', 'myPassword'

    -- Create a new email object
    DECLARE @email int
    -- Use "Chilkat_9_5_0.Email" for versions of Chilkat < 10.0.0
    EXEC @hr = sp_OACreate 'Chilkat.Email', @email OUT

    EXEC sp_OASetProperty @email, 'Subject', 'This is a test'
    EXEC sp_OASetProperty @email, 'Body', 'This is a test'
    EXEC sp_OASetProperty @email, 'From', 'Chilkat Support <chilkat.support@gmail.com>'
    EXEC sp_OAMethod @email, 'AddTo', @success OUT, 'Chilkat', 'support@chilkatsoft.com'

    EXEC sp_OAMethod @mailman, 'SendEmail', @success OUT, @email
    IF @success <> 1
      BEGIN
        EXEC sp_OAGetProperty @mailman, 'LastErrorText', @sTmp0 OUT
        PRINT @sTmp0
        EXEC @hr = sp_OADestroy @mailman
        EXEC @hr = sp_OADestroy @email
        RETURN
      END


    PRINT 'Email sent.'

    EXEC @hr = sp_OADestroy @mailman
    EXEC @hr = sp_OADestroy @email


END
GO