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Font Family Weights Out of Order

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I'm in the midst of building a font family in FontLab and am having some trouble getting the fonts to display in the correct order in font drop-down menus when I finally install them. Sometimes they work, but sometimes they are out of order, which makes it all the more baffling to me.

This family has nine weights, and all the weight names and numbers are pretty standard. I've checked and double-checked and it doesn't seem like I've done anything wrong.

The data for the weights I've entered into FontLab are as follows:

Light (300)
Book (400)
Roman (500)
Medium (600)
Semibold (700)
Bold (800)
Heavy (900)
Black (1000)
Ultra (1100)