Sounds absolutely fabulous. But if you put the cheese in the baking pan fist without greasing it, won't it be stuck in the pan till Christmas?
Recipe question for:
Thomas Keller's Leek Bread Pudding
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I oil the baking dish. I also mix the milk/egg mixture in the bowl with the bread, and I use bread as the first layer, then these, then bread, then cheese, then bread then cheese. Hope it works for you.
I found it elsewhere (e.g., Epicurious) and there too was no greasing the pan, but a quick skim of comments found no complaints.
Possibly the fat in the recipe (in half dozen of the ingredients) forms its own protective layer.
Last, you could always experiment with a light greasing or a physical barrier (parchment paper, foil).