To be fair, old WinZip wasn’t never really shareware. Given that it never stopped working, it was more akin to really naggy donationware, with a stern warning instead of the customary sad, human plea. The new version has a hard 45-day trial limit, which has rendered it more or less irrelevant in the face of better, free-er alternatives, including Windows’ built-in archiving software. WinZip plumbed the depths of human stinginess and never found the bottom.
Anyway, five years is pretty impressive, but I’m willing to bet you guys can do better: Who among you, cheapskate Gizmodians, has hobo-hitched the WinZip train the furthest? [Reddit]