This seems to be the real error:
Error: cannot load such file -- tmpdir in :/ruby/2.5.0/gems/bundler-2.1.0/lib/bundler.rb:769:in require’`
I don’t know what is wrong with your bundler installation but maybe you should try uninstalling and then reinstalling URBANopt. If that does not fix it, this is probably something that should be reported on the URBANopt CLI GitHub:
You should open an issue there and attach a link to the log file.