I shopped around for a while and finally decided on siteground to manage my wordpress site. I was excited about the added functionality of wordpress.org as I have always used .com in the past. Siteground seemed like a great all in one choice to help take some of the technical pieces out of the .org install/etc. Once going to my page I tried configuring the jetpack addon and after several failed signin attempts I noticed that it was prompting for a wordpress.com account. My stomach dropped. I thought that I had just overpaid for a different gui to manage a .com site.
I immediately signed on to the chat and Ivaylo was super responsive and helpful. He walked me though my concerns, responded quickly, and explained it is a plugin used with the .com but the install is a .org and it will work with the theme for wordpress.org I had paid for. He was nice enough to reconfirm several times and mentioned that if I have any other problems as I am going through the process to come back and they will help. The fact that it is 11pm and I didn't have to wait til tomorrow was great as well.
Thanks again so much!