1. Prepare the Pan & Oven: Begin by greasing a 9×5 inch loaf pan. Line the bottom with parchment paper for easier removal. Preheat your oven to 350°F (175°C).
2. Make Crisp Topping: In a medium bowl, combine 1 cup of all-purpose flour, 1/2 cup rolled oats, 3/4 cup light brown sugar, 1 teaspoon of cinnamon, and 1/4 teaspoon of nutmeg. Drizzle in 1/2 cup melted butter and mix until crumbly. Refrigerate this mixture while you prepare the other components.
3. Prepare Cinnamon-Sugar & Apples: In a small bowl, mix together 1/4 cup brown sugar and 1 teaspoon of cinnamon. Set aside. In another bowl, combine 2 cups of diced apples, 2 tablespoons of granulated sugar, and 1 teaspoon of cinnamon. Toss well to coat the apples and set aside.
4. Make Bread Batter: In a large mixing bowl, cream together 1/2 cup softened unsalted butter and 1 cup granulated sugar until light and fluffy. Beat in 2 large eggs, one at a time, followed by 1 teaspoon of vanilla extract. In a separate bowl, whisk together 2 cups of all-purpose flour, 1 tablespoon baking powder, and 1/2 teaspoon salt. Gradually add this dry mixture to the butter mixture, alternating with 1/2 cup milk, until you achieve a smooth batter.
5. Prepare Cheesecake Filling: In a medium bowl, blend 8 oz of softened cream cheese, 1/2 cup granulated sugar, 1 tablespoon flour, 1 teaspoon vanilla extract, and 1 large egg until the mixture is completely smooth and creamy.
6. Assemble: Now it’s time to layer your ingredients. Spread half of the bread batter into the prepared loaf pan. Evenly distribute the prepared apple mixture on top, followed by sprinkling half of the cinnamon-sugar mixture. Next, pour the cheesecake filling over the apples, and then add the remaining bread batter. Top with the remaining apple mixture, and finish off with the crisp topping you prepared earlier.
7. Bake: Place the loaded loaf pan into the preheated oven and bake for 55 to 70 minutes, or until a toothpick inserted in the center comes out clean. Once baked, remove it from the oven and let it cool in the pan for 20-30 minutes.
8. Make Glaze: To finish, mix 1 cup of powdered sugar with 2 tablespoons of milk or cream and 1 teaspoon of vanilla extract in a bowl until you achieve a smooth glaze. Drizzle it over the cooled bread before slicing.

Follow each step carefully for a perfect bake, and soon you will have a scrumptious loaf of Apple Crisp Cheesecake Bread to enjoy!