If you would like to upload images you will have to become a subscriber. This is just for security purposes.
Go to : http://www.jason-kerwin.com/wp-login.php?action=register To Register.
Once your registered You can go to http://www.jason-kerwin.com/wp-admin to login.
Once your logged in you can go to the gallery section and create a new gallery or mange the First gallery to add more pictures.
You can just drag and drop the images on the site.