I was just discussing this with a friend. The one place where I’m willing to fudge things (corporate policies permitting) is putting my personal calendar on a work machine, work calendar on my personal systems, mostly because it makes dealing with the interface between the two simpler (plus then I get meetings showing up on my watch).
Depending on your calendaring system(s), you can subscribe to your work calendar on your personal account, and vice versa. Although you should be careful about the latter!
My life is simple enough that I just dupe the occasional MTWTF personal events as "reserved blocks" onto my work calendar, and maintain my off-hours and SS personal calendar separately.
