Make the Cheesecake Filling: Beat cream cheese, powdered sugar, and vanilla in a bowl until silky smooth. Pour in heavy cream and whip until fluffy and stable. Gently fold in diced strawberries. Refrigerate for 10-15 minutes to firm up the filling, which prevents excess moisture from making the tortillas soggy during frying.
Assemble the Chimichangas: Lay a tortilla flat on a clean surface and spoon about 1/2 cup of the cheesecake filling in a log shape in the center. Fold in both sides, then roll up tightly like a burrito. Brush a little egg wash on the edge to seal the chimichanga securely, preventing filling leakage during frying. Repeat with remaining tortillas.
Fry or Air-Fry the Chimichangas: For traditional frying, heat 1-2 inches of oil to 350°F (175°C) and place chimichangas seam-side down, frying 1-2 minutes per side until golden and crisp. For a healthier option, spray the chimichangas with cooking oil and air-fry at 400°F (200°C) for 8-10 minutes, flipping halfway. Remove fried chimichangas with tongs and drain on paper towels.
Coat in Cinnamon Sugar: Mix cinnamon and sugar in a shallow dish. While still warm, roll the chimichangas in the cinnamon sugar mixture until fully coated, creating a sweet, donut-shop texture and flavor that perfectly complements the filling.
Garnish and Serve: Top with strawberry sauce, whipped cream, extra strawberries, and/or a dusting of powdered sugar. Serve immediately for the best contrast between the crispy exterior and creamy filling.