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bizz0ris,
What version of Pitstop are you using? 7.2? That's the latest one. I've heard about this problem before. Maybe they've fixed something in the latest version.
It had to do with the font used in the template that pitstop uses. Maybe you can try using one of the other default templates? You can choose them in the navigator tool.
Also you can get try deleting the file 'PitstopFontinfo.dat' in your user library. This is created the first time pitstop launches and holds all font refererences. Deleting it will force pitstop to create a new one. If you've done changes to your fonts, this could help.
Good luck.
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