I am interested in paying for the advanced bundle and guided transfer. Once this is done, is it pretty easy to create my own theme and use plug-ins on wordpress.org?
Blog url: http://youhavegottogohere.wordpress.com/
Have you read what the guided transfer includes? It includes 2 weeks of hand holding support form Staff. After that you are on your own and if anything goes wrong you have to fix it yourself. http://en.support.wordpress.com/guided-transfer/