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Is this compatible with 5.21b? I get these errors in console, and the mod doesn't work. The 'pick random portrait' button appears in game menus, but does nothing and spits out more console errors.

Win 10 64 bit. Strive 5.21b. 

constants mod, randomportraits 1.0, delayedportraitloading1.0

It works just fine for me, check if its the modloader that got broken from enabling/disabling mods. Just do a fresh install of 5.21b, making sure you erase backups folder and try again, if the problem persists then it may be a problem with your randomportraits download, because on my side it works as intended. Same windows 10 64 bit, strive 5.21b.

Delayed portrait loading got integrated into 0.5.21, stop using it, it will definitely break things.   I haven't tested it, but their patch notes noted they pulled it into the official game.

Disabled the delayedloader mod. Got a similar console error.