GIMP Version: 2.8.14
Operating System: Windows
GIMP Experience: New User

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So I've been having trouble getting a custom brush I made to show up in gimp. I got a new compute a while back and recently retrieved files from the old one. When I made the custom brush it was on my old computer and worked. However, when I open gimp now, the brush does not show up. Is there a way to fix this?

You need to find the brush file on your old computer and put it in the correct place on your new computer. It must go in your profile, on windows something like this:
C:/Users/YourName/.gimp-2.8/brushes

Then refresh your brushes or restart Gimp