I'm getting the exact same trouble.
I have one DisplayPort monitor, and two DisplayLink monitors. About once a month *poof* the two DisplayLink monitors go dead. I was hoping someone had some repair that was less of a pain in the a55, but that's all I could find to fix it too -- uninstall, reboot, reinstall, reboot.
I hope someone finds an easier repair, or even a fix for the problem in the first place.
It seems the monitors go dead when the Mac is busy doing a big backup when it boots up. I don't know if that's it, but it's a guess.
I think there needs to be some sort of "re-detect DL monitors" button or option.
And Mavericks is coming out soon (today?) and I am worried I will lose use of my two DL monitors if I upgrade.
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