I have found that putting dob wheels near the Observer rather than on the other side of the scope, is a great help, for example JP astrocraft Sweet 16, is very easy to move out of a garage despite its weight, owing to the wheel position. Some people achieve this through a cart but it is easier if the wheels are on the telescope itself.,
Another issue is the loss of object when changing from a heavy eyepiece to a light one with a much smaller field. The way to avoid this is to tighten the clamp on the altitude axis, if there is one, and release it after the eyepiece change.
Hope this helps,