Adrian Chan added the comment:

Ah, I'd forgotten about that.  When I first tried to run python I got an error 
complaining about a missing api-ms-win-crt-runtime-l1-1.0.dll
I installed the necessary VC redistributable and it solved that problem.  So 
that's why I could successfully ensurepip later on.

I'm surprised the manual runtime installation was necessary.  Between windows 
updates and installers for other programs I should already have it installed.  
Perhaps it got corrupted?  That's out of scope for this issue anyway.

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<http://bugs.python.org/issue29586>
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