Hi Jowel,
For any serious imaging you would need an equatorial mount. And I suspect a guide scope, guider etc. So it's a decent amount of investment. An 8" or 10" tube reflector on a dob mount can be put on an equatorial mount later - you would want at least and HEQ5 for an 8" or preferably eQ6 mount. So for imaging you wold be looking at $1200-$2000 for a mount.
Observing chairs, home made or bought ones make using the low eyepiece of an 8" dob quite comfortable. I would say unless you have a back problem, moving an 8-10" dob around should not be an issue. I am not an imager, but I think you'll find the imaging threads replete with this advice from experienced astrophotographers.
But again, there is much to be gained if you can have a look through one first.
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