I'd be inclined to marinade the pigeon breasts in the port and herbs overnight. And I'm afraid with that many whole cloves the pie is going to taste of cloves and nothing else - which is a pity considering how expensive those truffles must have been. I would have ground the cloves very fine, mixed them with the other spices and used only two or three at most for the whole mix.
Boiled crust, also called hot water crust or standing crust, is a lost art, but SO easy you won't even believe. It's very forgiving with none of that annoying fussing over not allowing the gluten to develop, making sure everything's ice cold, etc. that can intimidate beginner pie-makers.



My own little efforts, some years ago; piggy pies for an Epiphany dinner party in Santa Marinella. Unfortunately, the juice boiled out of the steam holes and discoloured the top of the pie, rather spoiling the effect, but it was pretty good for a first effort. Make sure the crust on the sides is as thin as you can make it. This is quite a heavy pie crust, and a little goes a long way.

This, of course, is also how you make a classic Melton Mowbray pie, which is served cold at lunch with some nice hot English mustard. You bake it, then pour the gelatine and stock mix into the holes and refrigerate until the gelatine sets. If you can find small spring-form cake tins these really help with forming the crust into the traditional shape. Line the tin with some baking paper, so even if the stock boils out a bit, it won't stick to the tin. Spring form baking pans come in every size and are one of the most useful multi-purpose things you can have in the kitchen.
Raised pies are something that need to be revived. It's an entirely different sort of pie crust than we're used to, being designed to be waterproof. In fact, boiled pie crust was intended to form a seal that helped to preserve the meat inside and they were often kept for a long time in a cool place like a root cellar or dairy. In the old days, one didn't eat the crust (unless one were poor) but treated it the way we do the wrapper on a hamburger.
A standing pie is a great way to use up leftover turkey or chicken or any cooked or roasted meat. They're especially nice with sliced apple or carrots, caramelised onion or some other lightly flavoured, sweetish vegetable. (Pass on the brussel's sprouts though, or any brassicas).