Turns out I don't need much persuading.
Attached is an Windows equation editor I slapped together.
It pumps the value into Sketchup via keyboard strokes.
Unzip and run the 'Setup.exe'. Create a shortcut to your Desktop.
It is setup to be a 'Top Most' window so it should float over SU.
It can handle a number of math functions and has a history dropdown. Values from history will be pasted into the equation when selected.
To use make sure your Measurement tool bar is ready to accept a value.
Press <ENTER> Once to resolve the equation. Press <ENTER> again to send the value to SU.
If you have problems running the calculator check the following.
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Make sure the tools|options|Target Application is set for '- SketchUp'
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Set the number of decimal places to 3. (Not sure why that affects things.) (Also under the tools menu.)
Let me know how it goes.