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Don't you want to try Cygwin? You'll get as close to Unix on Windows as possible. pip will definitely work.

• ddorian43 11y ago
  Many things are still broken in cygwin still. Examples: uwsgi, gevent
• seanp2k2 11y ago
  Ubuntu server VM in vbox with shared folders works better than anything I've tried to get things working well I native Windows. Sure it's not impossible, but the tax isn't worth it IMO.