My original suspicions were correct. The application was attempting to use IPv6, and Wine doesn't like that. I disabled IPv6 (after upgrading my kernel) by including ipv6.disable=1 in /boot/grub/menu.lst, as seen below. Code: title Ubuntu 9.04, kernel 2.6.31-999-generic uuid befc85e7-d8a4-46ae-9a03-95f76ed4f8fd kernel /vmlinuz-2.6.31-999-generic root=UUID=7bb2b563-dca1-4349-a3d4-11a162330025 ro quiet splash [b]ipv6.disable=1[/b] initrd /initrd.img-2.6.31-999-generic quiet