It's not that complex.
Just buy something capable and easy to use that won't break the bank. No matter what you get, your first scope is very unlikely to be your last unless it turns you off the hobby altogether (which can happen if you buy something too cumbersome to set up, use, and/or transport).
I don't mean to sound like a broken record but a scope that's easy to move about will get used a lot more often. I don't just mean transportation but ease of handling in the field: dodging trees, street lights etc. An 8" push-to Dob will set you back only small change compared to the goto scopes you mention and it's a capable enough instrument to knock the socks off anyone new to visual astronomy.
But if you have your heart set on a bigger goto dob the Orion 12" XTg for $1999 would be a great deal. Where did you get that price?? For the SW's Astro Pete has the best prices afaik (a lot less expensive than what you've been quoted), but courier from Brisbane will add to the cost. Haggle with your local dealer.
