@FortuneQuacker Sorry for reviving this, but do you know any workaround? I am more than 6 real life days into my save and pretty much did everything wrong about what you described. Prebuilt the required stuff for Sturges, then just spammed him with the completion. Also, I am not sure if I talked to Preston or if he engaged me of his own, no idea about the whistling part. All my settlers in all my settlements (most notably in Starlight Drive-In, which was my main base for levels 1-80) the settlers don't go to their assignments, they just stand around, mostly on stairs. Extremely annoying if you want to find any of the traders (if I wake up before 10am or just walk into the settlement, playing on survival I don't fasttravel).