How to copy and paste email list on Outlook.com

If you want to send HTML emails, you need to use a tool that let you write the content of the email yourself instead of relying on WYSIWYG editors. The most part of mail clients doesn't allow this feature, mainly for security reasons.

With web email clients, such as Gmail, Yahoo or Hotmail, you can try to use the WebKit Inspector (in Safari and Chrome) or Firebug to edit the content of the email directly in the DOM, bypassing the interface restrictions. However, your code is likely to be sanitized by the application and it won't work as expected.

The best solution is to send the emails using a programming language (e.g. mail() in PHP or Pony in Ruby), or a mail service designed to handle HTML content such as MadMimi, Mailchimp, Campaign Monitor...

There's no specific amount of time. If you use your Outlook.com account for a while (basically showing Outlook.com that you're not a spammer), Outlook.com will figure out that you're not a spammer and automatically increase your quota.

Alternatively, you can verify your account by going to http://sms.live.com and verifying your mobile number (no need to sign up for notifications - simply verifying your mobile number will work).