#1522 still isn't resolved

[amsheehan]

See #1522 for a description. It never works on a fresh install of macOS to install aws cli. In the past, the answer has been shrug "sounds like a quirk of the platform."

Well, it's been two years since the last reply to 1522 and it still doesn't work. At some point, I feel aws-cli has to work around the quirks. Please re-open and fix the issue. I shouldn't have to search for 20 minutes to find some random sudo command to cut and paste to install aws cli.

[JordonPhillips]

This is not something that any client tool can solve. You can find more details here, but the short of it is that System Integrity Protection on some versions of macOS prevents pip from updating the built-in six which is too out of date. This should be fixed as of Sierra.

[JordonPhillips]

Another solution, which I generally recommend, is to avoid using the system python where possible. I highly recommend using a more up to date python version, such as what you'll get from homebrew.