Thank you all for the help! You guys are awesome!
Yeah, there was something wrong with the bottom faces indeed.
So from my understanding I will try to have shapes as clean as possible before filleting.
In General as a workflow, do I fillet things as I go or, is it done as a final edge polish pass?
Its a little hard for me to understand in which circumstances the fillet function will work, or not. But I guess in most cases it is because I am doing something wrong. :D
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