Hi 2purrcats,
Yes, you can. However, the rules you can set up for automatically purchasing insurance for eBay Checkout transactions will not take effect until 9/22/2009 when eBay implements their new shipping insurance policy that will effectively remove the shipping insurance option from the eBay site.
If you would like to enable this setting, you will first want to mouse over the "My Account" tab within your account and select the "Auctiva Shipping Insurance" option. The settings that you will need to configure to set up your rules according which to automatically generate Auctiva insurance policies for eBay Checkout transactions are in the section labeled "Auto-Purchase Rules".
I hope this helps. If you have any additional questions about this, please feel free to contact our customer support team using the form on the following page of our site:
http://www.auctiva.com/help/requesthelp.aspx-Mike