To followup further, I just installed in spb pocket plus and it appears as though if you only load in one or so extra today screen plugins it does show them properly. It's definitely looking as though something is preventing loading of the today screen if you put even one too many items into it. (it's probably bound to be an issue with how windows in general tries to load everything at once).
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PPC6700 w/ WinCE 6.5
w/ Radio 1.43
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