Some of your descriptions of your setup are a little hard to understand. When you say: "The music is on a separate physical HDD than where the SqueezeCenter software is locate" is this on a NAS, or just a separate hard disk directly connected to the computer running Squeezecenter? If on a NAS, is this connected to your network wireless? You also say: "The SqueezeBox is now wired to a a wireless bridged router (so the wireless communication is handled by the two Linksys routers and not the SqueezeBox)" - is the Squeezebox connected to the router by wires? Does this router somehow connect to the rest of your network wireless? One thing I'm trying to understand is how many wireless "hops" your audio files need to go through to get to your Squeezebox player. Can you be more specific on your setup - what your server is running on, where your files are located, how everything is connected together on your network. As the previous poster mentions, there may be some issues with your wireless network which may be fixable... there may be a better way for you to string everything together to make the setup more robust. I like to avoid wireless where possible because it's susceptible to interference and signal strength issues, but it's often not possible to get rid of wireless altogether.
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