So I figured I should give credit where it is due:
from Microsoft Connect:
Hi Nicolas,
As Pete mentioned we were able to repro, and understand the annoyance that this can cause. That being said, the problem is easily worked around AND a future version of Visual Studio is very likely going to address several aspects of how toolbars are handled and will have an effect on this scenario.
Because of this we are going to resolve this particular bug as By Design for Visual Studio 2010.
Please know that we truly appreciate your feedback and I encourage you to continue providing it. We take all input very seriously.
Thank you,
Jim Griesmer
Visual C++ Team
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But I still can't help but laugh when intellisense deems it necessary to notify me that I should watch my figure XD