<p>I can answer 2 and 5 ,hopefully:</p>
<ol>
<li><p>I think you can attach additional information(like resume) at/near the end of the application in the section “Additional Information”. </p></li>
<li><p>Yep you can send it one at a time… after your app’s complete, on the “Signature” page you can select colleges that you want to send your app to at that moment. and then you can send the rest or whatever later. :)</p></li>
</ol>