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Welcome to IIS! I'd go the 8" dob. Check out the 8" GSO dob at Andrews communications if you haven't already. It'll give you great views of the planets and deep sky and help you (force you to) learn your way around the sky. You'll get great photos of the moon, especially if you have a digital SLR, and maybe your deep sky photography can start with camera on tripod until you feel you're ready to spend on a driven mount.
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