Unfortunately, I have had to enable WEP a few times for certain OS / network card / router configurations, so there are or can be compelling reasons to do this. Pretty sure it was XP though my wife's XP box is working fine with WPA2 on my current router.
However, I try to treat even my home WIFI as if it were a coffee shop. The password is there to keep leechers out, but I still vpn into a more secure location for some tasks, use SSL when connecting to sensitive services, and keep my ports locked down.
The one annoying thing is that you can't do selectively do DNS over the VPN, but that's really only useful when you want to separate work / personal on the same machine at the same time.
However, I try to treat even my home WIFI as if it were a coffee shop. The password is there to keep leechers out, but I still vpn into a more secure location for some tasks, use SSL when connecting to sensitive services, and keep my ports locked down.