In small bowl combine pumpkin puree, sweetened condensed milk, pumpkin pie spice, cinnamon, and vanilla extract. Mix to combine, taste, and adjust any flavors to your personal preference.
Place ice cream, malted milk powder, almond milk, and the pumpkin mixture in a high-powered blender.
Pulse blender until mixture is still thick, but blended.
Take tall glass, wipe caramel around the top edge, and dip in the crushed graham crackers.
Option to drizzle caramel in the empty glass, along the sides. Pour malt into the glass.
Top with whipped cream and drizzle with additional caramel and sprinkle with left over crushed graham crackers.