In a small bowl, mix together the softened cream cheese, chopped strawberries, 1/4 cup granulated sugar, and vanilla extract until well combined.
Flatten the Bread:
Use a rolling pin to flatten the bread slices to about 1/8-inch thickness, making them easier to roll without breaking.
Assemble the Roll-Ups:
Spread a generous amount of the strawberry cream cheese mixture on each flattened bread slice, leaving a small border around the edges to prevent spilling.
Roll up each slice tightly and set aside.
Prepare the Egg Mixture:
In a shallow dish, whisk together the eggs, milk, cinnamon, and 1/4 cup granulated sugar.
Cook the Roll-Ups:
Heat a skillet over medium heat and add a bit of butter.
Dip each roll-up in the egg mixture, allowing excess to drip off.
Place the roll-ups in the skillet, seam side down, and cook until golden brown on all sides, turning as needed. This usually takes about 2-3 minutes per side.
Serve:
Remove the cooked roll-ups from the skillet and immediately dust with powdered sugar.
Serve hot with additional strawberry slices and maple syrup if desired.