Please accept our apologies for the delayed response.
I am not quite sure how are you adding items to the OutlookBar, so can you please describe it more explicit?
Anyway I have recorded a screen cast that demonstrates adding RadOutlookBarItems via the RadOutlookBar's Items collection. You can watch it here
Please let us know if this approach is acceptable for you.
If your scenario/expectation is quite different that the demonstrated one we will be happy to further assist you, once you provide us the additional information.
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