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Note that there are two different endings where you escape to Obristan. In Ending 16, your remaining family members return to Nirsk and the final line is "The safety of your [family member(s)]is unknown." In Ending 18, everyone comes with you and the final line is "Obristan above all." Only Ending 18 unlocks the achievement.
You can tell if you've fullfilled the criteria for Ending 18 on the End of Day screen, because it will say "You can now escape to Obristan with everyone." rather than "...with one/two/three/four family members."
http://papersplea.se/support/
Alternatively, you could upload a screenshot of the End of Day screen and post it here in case there's anything that's been overlooked?
I know that this is an old post, but did you ever find the solution to this? I'm running into the same problem and it's driving me nuts. I even went back and reloaded the right day, confirmed it says I can escape with the whole family, have the money, mother in law still opts to go to Nirsk for some reas.
https://ibb.co/ssFGwkX
https://ibb.co/ChN0NK2
In your screenshot, it says you have 4 passports, and 100 money. This is enough for yourself, plus another 3 people. You need 5 passports (One for you and one for each of your remaining family members) and 125 money (25 for you + 25x4=100 for 4 family members) (150 money on day end if you include rent.)