WARNING: The last event prior to popping this achievement is glitched and hard locks the game for almost all players, making this achievement unobtainable as of the writing of this guide.
This heavily relies on the right RNG to trigger multiple events in a row. You will want to restart the day by returning to the main menu and then selecting “Continue” if you fail to trigger any of these events.
You need to do this before day 15. You will need to send out expeditions with a single character and purposefully get them lost by running out of action points. This will trigger a random event; however, you need to trigger the "Listen To Them, The Children Of The Night" event and choose the second option to return to camp, beginning the process of unlocking this achievement. Then send another single survivor expedition and get them lost to hopefully trigger the "Wolf Scout" event, selecting the first option to save yourself and earning “Cry Wolf”. Send another single survivor expedition and get them lost to hopefully trigger the "Wolf Pack" event and again choose to save yourself (this is where the game hard locks).
Make sure your camp and survivors are in good condition and you have some weapons (Knives are good, guns are better). Then end the day and at night the event "It Is Always Darkest Before The Dawn" should trigger. There are no choices for you to make in the event, you just need to keep selecting “Continue.”. Hopefully, your survivors will defeat the wolves and you will earn this achievement. This will take a lot of tries and a lot of restarting the game to trigger these events.
See the video below for more information.