Longest network cable?

[hiroe.livejournal.com]

1000' network cable to PC in back building = works (shouldn't, but it does)
1000' network cable with switch at the end for multiple connections = works
1000' network cable with second switch daisy-chained to the first = NOW YOU'VE GONE TOO FAR
boss who doesn't like being told it doesn't (and probably won't) work = hair on fire