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Restart Debug Button Disabled

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We have implemented our own custom debugger and got it pretty well working... We can run and start the debugger, step through the code, etc.   We are now trying to get the Debug > Restart functionality working but the Restart button and menu item are showing up disabled.   Not sure what we are doing wrong.. was hoping someone might point me in the right direction to have these items show up enabled.  

Thanks in advance..

Dave


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