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So if you are asking "is it possible?" Then yes, with good play and a decent squad setup.
So try it, see if you make it. Learn by doing, right?
why dont you just turn it off before you start your playthru?
Assuming nightmare 20 days.
1 day for mandatory rest from mission 5 before you can deploy for M6.
1 day for forced APC evac
,1 day for(bugged) sabotage rest..........Not sure if you kill all 3 NPCs it bybass sabotage or not...
And 1 day for completing mission 6 with APC squad so 16 days left for 4 other missions.(7,8,10,11).
So you are good mission 6 and 11 are also longer.
If you played on medium you likely need to speed up a little but M7 and 8 are slightly shorter and can be done in 1 and likely in 2 deployments.
Always have 50 materials and 5 alien materials in stock with you to avoid"skip a day ,very bad outcome random events.
So that would have been enough for nightmare 20 days.
Also there is a low chance of getting+2 days as a random event.(I never got it).
Not sure if it can trigger more than once.
If your connection were offline or steam was on maintaince or you used any custom difficulty settings you likely do not get difficulty achievement.
You can likely load last save from M12 and redo it for triggering achivement.