Your Pumpkin Pie Has (Probably) Never Had a Pumpkin In It

Go look at the can. It says 100% pumpkin, and it is telling the truth in the way food labels are allowed to tell the truth. Most canned pumpkin in this country is not the orange thing on your porch. It's Dickinson squash; a tan, oblong, altogether homelier vegetable that the USDA is perfectly happy to call pumpkin, because botanically the line between pumpkin and squash is a lot blurrier than the grocery store lets on. They are all Cucurbita, which is a major plant family that includes popular crops like squash, pumpkins, zucchini, cucumbers, and melons. The label is legal, and the pie is better for it.
The carving pumpkin is the wrong vegetable
The Jack O Lantern on your porch was bred to be big, round and hollow. Nobody selecting that seed was thinking about flavor. It is watery, stringy and pale, and if you roast it and puree it you will get something the color of weak tea that tastes like not very much.
Even the good fresh ones are mostly water
Pie pumpkins, sometimes sold as sugar pumpkins, are a real improvement. They are smaller, denser and sweeter. They are also still around 90% water, and that water is the whole problem. Pumpkin pie is a custard. Custard sets because eggs and dairy hold a specific ratio of liquid to protein. Add a cup of puree that is wetter than the recipe expected and you get a pie that weeps, cracks, or never fully sets, and you will spend the evening wondering what you did wrong. You did not do anything wrong. The vegetable did. Canned puree is cooked down and standardized before it ever reaches you. Every can is the same density, every time. That is not a shortcut. This is the reason the pie works.
If you want to use fresh anyway
You can, and it is a fun project. Just do these things;
Use a pie pumpkin, not a carver.
Roast it cut side down until a knife slides through with no resistance.
Do not boil it, because you are adding water to something that already has too much.
Then puree it and drain it. Cheesecloth or a coffee filter over a strainer, in the refrigerator, for a few hours at least and overnight if you can. You will be surprised how much liquid comes out. What is left should mound on a spoon rather than slump off it.
Then measure by weight, (as always), and use the same weight the recipe wanted.
What we do
We open a can of Libby's (Libby, Libby Libby, on the label, label, label). It's the same Libby's that grows its own proprietary Dickinson variety in Illinois, which is to say we are using the exact squash this whole post is about, and we are not going to pretend otherwise.
Then we caramelize it. The puree goes in a pan and cooks down before it ever meets an egg. Water drives off, the sugars concentrate and start to brown, and what was orange and flat turns darker and rounder and tastes like something. It is the same reason we brown butter and the same reason onions take forty minutes instead of five. Heat plus time plus patience makes flavor that no amount of spice will fake. It also solves the water problem completely, which is the part nobody tells you.
So no, we do not roast our own pumpkins. We start with the best consistent base in the country and then we do the work that actually changes the pie. That is not a compromise. That is knowing which step matters.
The point
We spend a lot of time around here saying that from scratch matters; that we peel our own, that we have never opened a bucket of pie filling or a bag of mix. So it would be easy to assume the answer to every question is always do it the hard way. It's not. The answer is to do the thing that makes the food better, always. Sometimes that means four hours of work nobody sees. Sometimes it means a can of Dickinson squash that has been consistent since 1929, and then forty minutes in a pan that most people would skip.
Knowing the difference is the actual skill.
—Chef Keegan and The Lakehouse Bakery Team




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