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I am glad that you are asking before you have spent any money!
First up, run (don't walk) to the nearest viewing night you can get to...be it fellow IIS folks (assuming some are nearby) or a local astro society/club...
In either case you will meet lots of friendly nice (at least a few) people who will be happy to show you their gear and talk about it (pros and cons)...try out their stuff first...then go shopping...
I know it is hard to contain the urge to run out and buy something, but taking some time to look through a few scopes first will increase your enjoyment and satisfaction later...
Good Luck!
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