On Mon, Aug 2, 2021 at 2:10 PM Roy T. Fielding <field...@gbiv.com> wrote:
>
> On Aug 1, 2021, at 4:47 PM, Sam Ruby <ru...@intertwingly.net> wrote:
> > My experience is that reinstalling xcode-select is sometimes
> > necessary, but solves the problem.  Unfortunately, this hasn't worked
> > for you.
>
> I had to do that recently as well in order to get brew upgrade to work for 
> some installs.
> I think one of the recent macOS or Xcode patches messed up all of the 
> command-line
> tools, or removed some dependency binaries from the systems, and the way to 
> fix it
> was to re-run
>
>    xcode-select --install
>
> on my old 2013 mbp running 10.15.7.
>
> Another potential issue is the version of ruby installed. The system ruby for 
> Catalina
> is 2.6.3p62, whereas brew installs 3.0.2.

Since Craig indicated that he was running 2.6.3p62, I was assuming
that he is using system Ruby, but your comment sparked something for
me: perhaps he has an inconsistent version of either bundle or gem.
Craig, please try the following commands, and verify the results:

% head -1 `which bundle`
#!/System/Library/Frameworks/Ruby.framework/Versions/2.6/usr/bin/ruby

% head -1 `which gem`
#!/System/Library/Frameworks/Ruby.framework/Versions/2.6/usr/bin/ruby

- Sam Ruby

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