Line a 9”x5” loaf pan with plastic wrap, pressing one large piece onto the bottom and sides of the pan.
In a large bowl, mix the strawberries, sugar, and vanilla extract together. Let sit for 10 minutes.
In a bowl of a stand mixer fitted with a whisk attachment (or in a bowl with a whisk), combine the whipped cream ingredients and beat on medium-high speed until stiff peaks form.
Use a slotted spoon to lift the macerated strawberries (leaving any excess juices behind) and place 1/3 of the strawberries into an even layer in the bottom of the pan.
Scoop 1/3 of the whipped cream on top and spread into an even layer.
Arrange a few graham crackers in an even layer on top.
Repeat the layering process with 1/3 of the strawberries, 1/3 cup whipped cream, and an even layer of graham crackers. Repeat 1 more time.
Cover the entire pan lightly with plastic wrap
Freeze for 8 hours or overnight.
Before serving, combine the ganache in a small pot and heat over medium-low heat. Stir often until the chocolate has melted and a thick ganache has formed. Set aside to cool for 10 minutes.
Remove the frozen icebox cake from the freezer and turn it over onto a platter. Remove the plastic wrap.
Pour the ganache over the icebox cake and spread over the top.
Return to the freezer for a few minutes until the ganache is firm.
Remove the icebox cake from the freezer 10 minutes before serving to allow the layers to soften a bit. Slice and serve!