In one continuous shot, SHTTL shows the lives, loves, and inner conflicts within a Yiddish speaking shtetl on the border between Ukraine and Poland - one day before the Nazi invasion of the Soviet Union.

19 year old Irena Gut is promoted to housekeeper in the home of a highly respected Nazi officer in Poland when she finds out that the Jewish ghetto is about to be liquidated. Determined to help twelve Jewish workers, she decides to shelter them in the safest place she can think of – the basement of the German Major's house. Over the next eight months, Irena uses her wit, humour and immense courage to hide her friends as long as possible.

After losing his fiancée to a wealthy rival, Bob hires the Wing Man to help him get her back. Subsequently, though, the Wing Man faces off against his own arch enemy — another Wing Man — who has other plans for Bob. Through car races and bar hopping, this quest for love teaches Bob that true love is found right in front of him.