In a medium bowl, combine the softened cream cheese, sour cream, sugar, vanilla extract, and salt. Beat or whisk until smooth and well combined—the mixture should be creamy with no lumps. Gently fold in the finely diced strawberries using a spatula, being careful not to crush them. The filling is now ready to use, and I like to let it sit at room temperature while I prepare the tortillas so the flavors meld slightly.
Lay out a tortilla on a clean, dry surface and spoon about 2-3 tablespoons of the cheesecake filling from Step 1 into the center, leaving about 1.5 inches of space on all sides. Fold in the left and right sides of the tortilla first, then fold the bottom edge up and roll tightly toward the top edge, creating a burrito shape. You can insert a toothpick through the seam to hold it closed while frying if needed. Repeat with the remaining five tortillas and filling.
While the chimichangas are being assembled, mix together the 1/3 cup sugar and cinnamon in a shallow bowl—this will be your coating. In a large, heavy-bottomed pot or deep skillet, heat the vegetable oil to 360°F. Use a thermometer to ensure accurate temperature; this is important for even browning and proper texture. The oil should be deep enough to submerge at least half of each chimichanga.
Once the oil reaches 360°F, carefully place the chimichangas into the hot oil, working in batches if necessary to avoid overcrowding. Fry for 2-3 minutes, turning halfway through with a slotted spoon, until the tortilla is deep golden brown on all sides. Transfer the fried chimichangas to a paper towel-lined plate to drain for about 1 minute. I like to drain them while they're still warm so they absorb the paper towels without becoming soggy.
Remove any toothpicks from the warm chimichangas, then immediately roll or toss them in the cinnamon sugar mixture from Step 3, coating all sides generously. The warmth helps the sugar adhere beautifully to the crispy exterior. Arrange the chimichangas on a serving plate and garnish with fresh strawberries around them for a beautiful presentation.