Prep the cream or yogurt: If using cream, whip with powdered sugar and vanilla to soft peaks. If using yogurt, stir in vanilla and sweetener until smooth.
Crush the cookies: Place cookies in a zip bag and crush with a rolling pin until you have a mix of crumbs and small chunks.
Dress the berries: Slice larger berries.
Toss with lemon zest and a tiny pinch of sugar if they’re tart.
Melt the chocolate: Microwave chocolate and milk in 15–20 second bursts, stirring until smooth. Add a pinch of sea salt.
Layer: Start with a spoonful of cookie crumbs, then cream/yogurt, then berries. Repeat layers until your glass is nearly full.
Finish: Drizzle with warm chocolate.
Add extra crumbs or nuts on top for crunch.
Chill (optional): Refrigerate for 10–20 minutes to set the layers, or serve right away for maximum crunch.