Hi Matt,
to Ice In Space
An 8" dob is a great place to start, so you are on the right track there.
Great bang for your buck and easy to help you learn what is up there with only a star chart, wheel or atlas to get you star hopping and finding some great targets to view.
Don't forget to ask heaps of questions and keep your eyes peeled for bargains on icetrade.
Cheers
Chris