I've just reproduced the problem using 37k of data. It looks like select-sysread loop in HTTP::Daemon doesn't work correctly with IO::Socket::SSL. That's because select in _need_more tests real filehandle and sysread reads from IO::Socket::SSL object which is buffered, so
sysread($self, $_, 2048, length($_))
may actually read more than 2048 bytes from the socket and subsequent select on socket will hang.
Removing Timeout as proposed by derby solves the problem.
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