Preheat oven to 350 degrees F. Grease bottom and sides of a 9 x 5-inch loaf pan; dust with flour, tapping out excess.
Puree 1 cup of strawberries in a blender. Transfer to a medium bowl. Slice remaining 1 cup of strawberries and place in the medium bowl with the strawberry puree. Sprinkle with 3/4 cup sugar; set aside.
In a large bowl, whisk together flour, cinnamon, salt and baking soda. Add oil, eggs and vanilla extract to the strawberry mixture, stir to combine. Add strawberry mixture to flour mixture, blending until dry ingredients are just moistened. Fold in chocolate chips. Scrape batter into prepared loaf pan and smooth surface with a rubber spatula.
Bake until top is golden and toothpick inserted into center comes out clean, about 45 to 50 minutes. Let cool in pan on wire rack for 10 minutes. Turn out onto the wire rack, and cool completely.