Mix the crumble.
In a food processor: pulse 2 oz unsalted butter, 1/2 cup brown sugar, 1/2 cup all-purpose flour and 1/4 tsp kosher salt until it clumps.
By hand: rub the same four together with your fingertips. Either way, stop when it holds together in chunks, then mix in 1 cup walnuts, roasted and chopped.
Freeze it. Put the bowl in the freezer and leave it there until you assemble. Cold crumble keeps its clumps in the oven.
Cream the butter and sugar. Beat 4 oz unsalted butter, at room temperature, with 1/2 cup brown sugar until smooth.
Add the flour and extracts. Mix in 1 1/4 cups all-purpose flour, 1 tsp vanilla extract, 1 tsp almond extract and 1/4 tsp kosher salt until it comes together into a chunky dough. Mix in 3/4 cup walnuts, roasted and chopped, and set it aside.
Heat the oven and line the pan. Preheat to 350°F. Line an 9x9 inch pan with parchment that comes about 2 inches up the sides, so the whole slab lifts out later.
Coat the plums in cornstarch. Halve and pit 2 lb Italian prune plums, then toss them with 1/2 cup cornstarch until every cut side is coated.
Add the sugar and vanilla. Fold in 1 cup brown sugar and 1 Tbsp vanilla extract. Do this right before you assemble so the sugar has no time to pull the juice out.
Press in the base, and up the sides. Spread the shortbread over the bottom of the lined pan, press it down firmly and evenly, then bring it up the sides about 1 1/2 inches. The flat bottom of a measuring cup does this well. That wall holds the plum juices in while the bars set.
Layer the plums. Arrange the halves over the crust cut side up, packed tight. Do not shake the pan to settle them - it can loosen the crust you just pressed in. Scrape whatever sugar and cornstarch is left in the bowl out over the fruit.
Top with the frozen crumble. Break it into chunks over the plums. If it looks like sand, press handfuls together in your palm first, then break those over the top.
Bake about 1 hour 20 minutes. The top should be deep golden, the center should be bubbling, and a thermometer in the middle should read 200°F to 205°F. If you take it out before the center bubbles, the juices stay thin and the cornstarch never thickens them.
Cool before cutting. Warm from the oven it is a spoon-and-ice-cream dessert. For clean squares, cool it completely, lift the slab out by the parchment and cut it on a board.
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