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Yup, saw that, but I'd like input from Trent (it's his box):
 why is it timing out at all? 30 seconds is a huge blob of
time, and none of the other buildbots are timing out. When
I disabled test_socket_ssl's test_timeout, _all_ buildbot
slaves were timing out (because gmail.org simply wasn't
responding to anyone at the time).
IOW, there may be a Win2K-specific bug in the Python
implementation here (note that Trent's is the only Win2K
slave we have).