Welcome to LQ. Good puzzle

Great on the wireshark tracing!
(I'm semi-familiar with tcpdump but not wireshark)
If .144 is linux, try: strace -f -o myfile wget <the URL>
Might it be some firewall (or SELinux)? distro? nmap thatWin.72

Collect a matrix of net config info on working vs. non-working accessors ('clients')
Keep digging up clues: we'll 'find' that 'lost' packet
