Just bought the classic and playing with my fresh purchase...and was thinking if I can seize better I might go for it.
Not that it is unwatchable at the moment....
Answers: The solely difference is if you're watching HD (Slingbox Pro is HD compatible, while Classic is not). Other than that, both Sling the image on the host TV near the same level. Slingbox Pro does allow you to connect more components, if that's something you want to do. Here's a link to Pro's features.
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