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OS X 10.7 Lion upgrade?

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After a stressful hard drive failure, I've just replaced the hard drive in my computer as well as upgraded to CS5.5. So now I'm feeling almost like it's a new machine, and I'm thinking about upgrading to Lion. I'm currently running 10.5.8, and never even jumped to Snow Leopard. Any advice, thoughts, buyer beware kind of stuff? Are there programs / plugins that will fail?

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