Lightly coat the inside of your slow cooker with olive oil.
Put the cubed bread into the slow cooker. Sprinkle the chopped dates over the bread.
Crack the eggs into a mixing bowl and whisk until blended. Add the milk, maple syrup, sugar, cinnamon, nutmeg, and vanilla and whisk until smooth. Pour the egg mixture over the bread and dunk the bread into the eggs to coat it a bit. The bread will bob back to the surface.
Put on the slow cooker lid, turn to high, and cook for 2-1/2 hours.
Serve with generous amounts of your favorite fresh fruit along with maple syrup, jam and/or plain yogurt.