Put the strawberries and sugar in a saucepan and add about 1/4 cup water. Bring to a boil and let cook until strawberries are broken down and soft, about 15 minutes or so. Reduce heat if it starts to boil over. Add a pinch of salt.
When the strawberries are thickened, turn off the heat and add the bourbon and vanilla. Stir and allow to cool slightly.