Preheat oven to 350°. Line two 9x5 loaf pans with parchment paper and spray with cooking spray.
In the bowl of an electric mixer, beat the sugar and eggs until pale yellow and thick, about three minutes. Add olive oil, vanilla, milk, and lemon zest.
Add flour, baking powder, baking soda, and salt. Mix until just combined. Fold in chocolate chips.
Pour batter evenly between both pans and bake for 40 to 50 minutes, or until golden and a toothpick comes out clean. Let cool on rack for 20 minutes, then remove from pans and cool completely.
To make the strawberries, combine berries with Amaretto, lemon juice, and sugar. Let sit at room temperature for 30 minutes before serving.
Serve cake with whipped cream and berries.