Can anyone help me figure out what is going on with my custom sprays?

I made a new spray out of a jpg. Have the .vmt and .vtf in both materials\VGUI and materials\VGUI\logos. Go in game, go to options, import the sprays. They show up there fine.

Go play either a server I make myself, or join one, hit t, and see nothing.

Ideas?

Edit: Sprays are not disabled on my local server.

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