issue with text intersecting itself

I wanted to create a bit of text to 3d print.

I made the text and then used a negative to cut of the bottom so it will print flat.

Sometimes, but not all the time, when you group text, it cancels intersecting text out.
[When printed this caused some breaks and weak spots]

Not sure if this is a bug or I am doing something wrong.
Any thoughts?
Thank you for reading.




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