Slice strawberries and place in a bowl. Toss with maple syrup and let sit 5–10 minutes to release juices.
In 4 small glasses or dessert bowls, layer:
2–3 tablespoons crushed Homefree vanilla cookies, 2–3 tablespoons sliced strawberries, 2–3 tablespoons dairy-free whipped cream. Repeat layers until the glass is filled, ending with whipped cream on top.
Take 1 large strawberry, slice the tip off so it sits flat. Place it on top of the whipped cream layer, tip facing up. Pipe a small dot of whipped cream at the tip and, optionally, a ring at the base to resemble a Santa hat. Add a mint sprig.
Chill for 15–30 minutes or serve immediately for maximum cookie crunch.