Hey Gazz.
Well done on deciding to get a dob. It'll give you much more enjoyment than a smaller 4" scope.
Many people do and have ordered online or over the phone and had their dobs delivered by Bintel, Andrews or MyAstroShop etc. I've only read maybe 1 instance where it was damaged? In that case the shop would arrange another i'm sure - they have insurance for this.
So don't be afraid to order interstate. You'll get much more value for money from shops like Bintel etc, than a local shop who isn't really a telescope dealer.
You will need to move the base and then the tube separately, and in reverse order for backing up. For small movements around the yard, you can put handles on the base and pick it up as one unit and shuffle around.
You can also get a hand-truck/trolley for moving the dob around as a 1-piece unit,
as described in my article here. Much quicker and easier.
Newtonians are great, but you WILL need to learn how to collimate. Don't be afraid of though. Practise makes perfect, and read up beforehand. As well, get along to a local CAS meet - they'll be more than happy to SHOW you how to collimate. It's also great to make local friends who you can observe with. It just makes the hobby so much more interesting when you can share it with people.
Don't forget the star charts, red light torch, observing chair as well if you don't already have them
You will love your dob!