Hi Eardrum
Imho, if you're after bang for buck, a large aperture Dob can't be beat!

. Easy to use, easy to star-hop - especially with the aid of a Telrad or Rigel finder. The latest model 12" from Andrews has a right angled finderscope as standard equipmnet also.
My 12" Dob is a breeze to move in and out of my house, or to put into the back of my van. I keep my OTA and base assembled for transport, even while its in the van. No back strain at all. The terrain at our club's observing site, while flat, can be pretty rugged. The trolley ($20 from Supercheap Auto) makes it easy. I'll post a photo for you.
Lee Andrews hinted at a 16" Dob becoming available soon(ish) and selling for around $2.5k.
Cheers