If you don't get a dob, if you get a scope with an EQ mount, get one with dual axis drives. That'll save you having to use RA/DEC cables to move the scope with your target. That means your SW150 will cost $599.
As far as objects moving out of FoV, that depends on what eyepiece you're using. Low power, wide field eyepieces will keep them in view for longer than high power EP's. It's just a matter of slightly pushing the dob to keep the object in view, so long as it tracks smoothly on the board.
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