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Hi Deadsimple, I would think your choise of an 8 inch Dob is the correct way to go for a couple of reasons.
1. Light enough and small enough to transport and carry. (You will use it.)
2. The 8" has enough light grasp to allow for great atrophotography of DSO Images.
When you start to talk Astrophotography probably the most important item of kit is the mount. Start saving and go for the EQ6 it is a far better mount than the 5 and will give years of service and scope for expansion for a little more expense.
In the event of making astrophotography your prime pastime you may have to change to a low profile focuser or move the primary mirror to achieve focus with a camera but this is not as daunting as it sounds.
The only other thing I will say is, if you go down the dobsonian route is to also purchase a colminating tool, be it a laser or colminating EP when you buy the scope.
Good luck and take it gently.
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