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I've got the same problem, sort of... I can produce them en use them on my Majors House, but the task wont get completed.
Already used7 traveller familys on my majors house but wont work

When playing i was level 16/17, right now i'm level 19 and still not completed. Even if I use 1 traveller family, it doesn't count 1/5

Just editted my post, its the ''Settler Shortage'' quest.
Already made 5 traveller familys and use them on the Majors House, but nothing happened, except that i get settlers..

I've got the same problem... but now with the ''Settler Shortage'' quest. Quete annoying!