Prep strawberries: slice a thin piece off the tip so berries sit flat. Cut off the green top. Hollow the center leaving thick walls. Pat inside dry.
Make filling: beat room temperature cream cheese until smooth. Add powdered sugar, vanilla, and sour cream. Beat until creamy. Taste and adjust sweetness.
Pipe filling: transfer filling to a piping bag. Pipe into each hollow strawberry, swirling above the rim.
Add crumble: sprinkle graham cracker crumbs and optional cinnamon over each filled berry.
Serve: garnish with mint if using. Serve immediately or refrigerate up to 2 hours before serving.