Mix diced strawberries, Greek yogurt, and vanilla extract together in a bowl until combined.
Spoon dollops onto a parchment-lined plate or sheet pan.
Press a popsicle stick firmly into the center of each dollop.
Freeze for 2 hours until completely solid.
Melt dark chocolate and coconut oil together in a microwave-safe bowl in 30-second intervals, stirring between each, until smooth.
Let melted chocolate cool for 2–3 minutes.
Dip each frozen pop quickly into the melted chocolate and let excess drip off.
Sprinkle crushed freeze-dried strawberries on top immediately before chocolate sets.
Return dipped pops to parchment and freeze until ready to serve.
Thaw at room temperature for 15–20 minutes before serving.