diff --git a/letsencrypt-auto-source/pieces/bootstrappers/mac.sh b/letsencrypt-auto-source/pieces/bootstrappers/mac.sh
index e41db04b1..2b04977c8 100755
--- a/letsencrypt-auto-source/pieces/bootstrappers/mac.sh
+++ b/letsencrypt-auto-source/pieces/bootstrappers/mac.sh
@@ -16,7 +16,8 @@ BootstrapMac() {
 
   $pkgcmd augeas
   $pkgcmd dialog
-  if [ "$(which python)" = "/System/Library/Frameworks/Python.framework/Versions/2.7/bin/python" ]; then
+  if [ "$(which python)" = "/System/Library/Frameworks/Python.framework/Versions/2.7/bin/python" \
+      -o "$(which python)" = "/usr/bin/python" ]; then
     # We want to avoid using the system Python because it requires root to use pip.
     # python.org, MacPorts or HomeBrew Python installations should all be OK.
     echo "Installing python..."