Preheat oven to 400 degrees.

Peel and quarter pears, removing the core. Stir the pears in a bowl with the ⅓ cup sugar and 2 Tbsps lemon juice.

Spray a baking dish with cooking spray. Spread pears out to a single layer. Drizzle any remaining sugar/lemon mix over the pears. Roast about 40 minutes, stirring part way through. Pears should be tender and golden brown.

When cool enough to handle dice into ½" pieces. Cover and chill.

Bring cream and milk to a simmer over medium heat. Remove from heat. In a separate bowl whisk sugar, egg yolks, flour, amaretto, vanilla and salt together until smooth.

Whisk a ¼ cup or so of hot cream mixture into the egg yolk mixture. Whisk vigorously so the hot cream doesn't cook the egg yolk. Then vigorously whisk the egg yolk mixture back into the remaining hot cream mixture. Return to the stove and continue whisking over medium heat until pastry cream comes to a boil, thickens and is smooth. This may take about 5 minutes. Pour pastry cream into a bowl and cover with plastic wrap, directly on the surface of the pastry cream, so there is no air in contact with the pastry cream. This is to avoid a skin forming on the custard. Allow it to cool in the fridge.

Place about 4 cups of panattone chunks in the bottom of a large trifle bowl.

Sprinkle half of the crushed amaretti cookies over the panattone.

Dab 6 Tbsps of apricot jam evenly around the bowl.

Next make a layer using ½ the roasted pears and ½ the cherries and spread evenly.

Sprinkle 2 Tbsps brandy and 2 Tbsps amaretto over the fruit layer.

Spread ⅓ of the pastry cream over the fruit layer.

Spread 2 cups of the remaining panattone and all the remaining amaretti cookie crumbles.

Spread remaining pears and cherries.

Sprinkle remaining brandy and amaretto evenly over fruit. Dab remaining 6 Tbsps of apricot jam around the surface.

Spread ⅓ of pastry cream over the fruit.

Layer the last 2 cups of panattone. Spread the remaining third of the pastry cream evenly over the panattone.

Refrigerate.

Beat cream and sugar in a bowl. When cream starts to thicken add the cream of tartar and vanilla. Whip until you get stiff peaks that hold their shape.

Spoon or pipe whipped cream over the top of the trifle.

Decorate with whole cherries and toasted almonds.

Refrigerate overnight. You can refrigerate 2 days prior to serving if you used cream of tartar in your whipped cream. If not refrigerate the base and finish whipped topping layer the day you serve it.