We-eel, yes, it could be possible on a chumby One.  Though it requires modifying the startup script.

Mount / as rw, and add this to /etc/init.d/rcS.background at around line 360:

mkdir /mnt/usb && mount -tcifs //192.168.1.6/share /mnt/usb -ousername=foo,password=bar

Obviously, change the IP, share, username, and password.

What this will do is actually quite interesting.  If you plug in a USB drive and reboot the chumby, it will mount that as /mnt/usb and nothing will change.

If, however, you start up without anything in the drive, and if it boots up with the network connected, then /mnt/usb will be your Windows share.  Even more interesting is that the "debugchumby" script is evaluated sometime after this, so you could create that file on your Windows share and get it to automatically start playing something.

Yes, that's the problem - the player is expecting a relatively small number of music files on a USB dongle, not a hard drive with thousands of files.

SSH to your chumby and type "mount -o remount,rw /"

So can this be done on the classic Chumbys?  I have two.  I know it isn't the same file or same place, but is there someplace similar?

No, the chumby classic has a rootfs in nand using the cramfs filesystem which is READ ONLY!  If you want to create a custom rootfs, you would have to prepare it on a linux host and flash it to nand using the update utility as discusssed in this thread.

One problem I had when playing with the rootfs was that the device nodes were disappearing on my host system.  I never work as root, so those were not being created when copying a mounted cramfs to another directory.  This made my chumby classic halt after the kernel loaded.  I'm sure it was some form of kernel panic, but I don't have a serial console on mine so my debugging was slow (try and try again), but came down to missing device nodes in the rootfs.

I use fakeroot for quite a few things, but I didn't for this.  I haven't modified the rootfs much for my CC.  Basically to add a root password, and make the motd display a smaller chumby (dropbear ssh client barfs with the default init string being too large).

Ok, finally got an automated script to work.

1. SSH into the chumby (use WinSCP, its free) and create a new directory:-

/psp/rfs1

2. create a file (and make sure its executable - 755), called userhook2

3. Edit the file and put the following script in it:-

mkdir /mnt/synology
insmod /drivers/cifs.ko
mount -t cifs //x.x.x.x/music /mnt/synology -o username='admin',password='zzzzzz'
ln -s /mnt/synology /mnt/usb

replace x.x.x.x with the IP address of you Synology Diskstation, and zzzzzz with your Admin password

4. Reboot the Chumby

You should now see files in 'My Music Files' within the control panel.

Hi Folks,
    dont want to steal anyones thunder here (sorry if i am as this is all good stuff) but just wanted to mention that within a few weeks I should be releasing a widget like USB music that uses the above type capabbility to stream over the LAN. The widget works at the moment but i am adding some encryption and automated script updates that are taking longer tahn expected.

cheers

Nigel