Preheat oven to 350°. In a large bowl, mash bananas with a fork. Add oil, egg, sugar, and vanilla. Stir until combined.
Add flour, baking powder, baking soda, salt, and cinnamon. Stir until just combined. Don’t over-mix.
Pour banana bread batter into greased 9-inch springform pan. Bake for 30-40 minutes, or until top is set.
In a large bowl, add cream cheese, sugar, and vanilla. Whisk until combined.
Microwave milk until hot, about 2 minutes, then add the gelatin powder. Stir quickly until gelatin is completely dissolved, about 4 minutes.
Pour gelatin mixture over cream cheese and whisk again until smooth. Pour the cheesecake mixture over the baked banana bread crust.
Chill cheesecake in springform pan for at least 3 hours, or overnight.
Release cake from springform pan. Slice and serve, drizzled with caramel sauce.