Clean, peel and dice the pumpkin. Bring to the boil with 50 g Madeira and 50 g sugar in a saucepan and cook for approx. 5 minutes. Puree with a magic wand and season with a pinch of cinnamon. Let cool down.
Mix the cream cheese with milk, 50 g sugar, lemon juice and a pinch of cinnamon until smooth. Whip the cream until stiff and fold in carefully. Roughly chop the gingerbread and grind finely in a blender jar.
Pour 1 tablespoon of gingerbread crumbs into four tall dessert glasses, drizzle with 1 tablespoon of Madeira and cover with 1 tablespoon of pumpkin pulp. Finally, add the cream cheese cream and layer the whole thing again in exactly the same way. Let it steep for 1 hour in the refrigerator.