Make Crust: In a small bowl, mix the graham cracker crumbs and melted butter until it resembles wet sand. Divide the mixture evenly among the 4 serving glasses, pressing down gently.
Make Cheesecake Filling: In a large mixing bowl, beat the softened cream cheese, powdered sugar, and vanilla extract until smooth and creamy.
Whip Cream: In a separate bowl, whip the heavy cream until stiff peaks form. Gently fold the whipped cream into the cream cheese mixture until light and fluffy.
Layer the Cups: Spoon or pipe the cheesecake mixture over the graham cracker crust in each glass.
Top & Chill: Top with fresh diced strawberries (and a drizzle of strawberry jam if desired). Serve immediately or chill in the fridge for 30 minutes before serving!