Preheat the oven to 400°F. Line a baking sheet with parchment paper. Spread halved cherries over parchment, sprinkle with sugar, and bake for 10 minutes to roast. Set aside.

Reduce oven temperature to 350°F. Grease a 9x9 inch baking dish with nonstick spray.

In a microwave-safe bowl, melt 0.5 cup of chocolate chips with 0.75 cup oil in 15-second bursts, stirring until smooth.

In a large bowl, beat granulated sugar, light brown sugar, eggs, and vanilla on high for 5-6 minutes until lightened and doubled in size.

Turn mixer to low and slowly add melted chocolate mixture, beating just until combined.

In a small bowl, whisk together flour, cocoa powder, and salt. Gradually add to wet mixture, mixing until just combined. Fold in remaining chocolate chips and roasted cherries.

Pour batter into prepared baking dish. Bake for 30-35 minutes until a toothpick inserted comes out with crumbs but no wet batter.

Top with fresh cherries. Let cool before slicing and serving.