diff --git a/Library/Homebrew/brew.sh b/Library/Homebrew/brew.sh
index 136da511f963f..2ab0d5ccca982 100644
--- a/Library/Homebrew/brew.sh
+++ b/Library/Homebrew/brew.sh
@@ -54,6 +54,13 @@ then
   HOMEBREW_DEFAULT_CACHE="${HOME}/Library/Caches/Homebrew"
   HOMEBREW_DEFAULT_LOGS="${HOME}/Library/Logs/Homebrew"
   HOMEBREW_DEFAULT_TEMP="/private/tmp"
+
+  HOMEBREW_MACOS_VERSION="$(/usr/bin/sw_vers -productVersion)"
+
+  IFS=. read -r -a MACOS_VERSION_ARRAY <<<"${HOMEBREW_MACOS_VERSION}"
+  printf -v HOMEBREW_MACOS_VERSION_NUMERIC "%02d%02d%02d" "${MACOS_VERSION_ARRAY[@]}"
+
+  unset MACOS_VERSION_ARRAY
 else
   CACHE_HOME="${HOMEBREW_XDG_CACHE_HOME:-${HOME}/.cache}"
   HOMEBREW_DEFAULT_CACHE="${CACHE_HOME}/Homebrew"
@@ -523,7 +530,6 @@ then
   HOMEBREW_PRODUCT="Homebrew"
   HOMEBREW_SYSTEM="Macintosh"
   [[ "${HOMEBREW_PROCESSOR}" == "x86_64" ]] && HOMEBREW_PROCESSOR="Intel"
-  HOMEBREW_MACOS_VERSION="$(/usr/bin/sw_vers -productVersion)"
   # Don't change this from Mac OS X to match what macOS itself does in Safari on 10.12
   HOMEBREW_OS_USER_AGENT_VERSION="Mac OS X ${HOMEBREW_MACOS_VERSION}"
 
@@ -534,9 +540,6 @@ then
     HOMEBREW_PHYSICAL_PROCESSOR="arm64"
   fi
 
-  IFS=. read -r -a MACOS_VERSION_ARRAY <<<"${HOMEBREW_MACOS_VERSION}"
-  printf -v HOMEBREW_MACOS_VERSION_NUMERIC "%02d%02d%02d" "${MACOS_VERSION_ARRAY[@]}"
-
   IFS=. read -r -a MACOS_VERSION_ARRAY <<<"${HOMEBREW_MACOS_OLDEST_ALLOWED}"
   printf -v HOMEBREW_MACOS_OLDEST_ALLOWED_NUMERIC "%02d%02d%02d" "${MACOS_VERSION_ARRAY[@]}"
 
diff --git a/Library/Homebrew/cmd/shellenv.sh b/Library/Homebrew/cmd/shellenv.sh
index 3070a10b02ecf..bd4f915b73a02 100644
--- a/Library/Homebrew/cmd/shellenv.sh
+++ b/Library/Homebrew/cmd/shellenv.sh
@@ -18,6 +18,23 @@ homebrew-shellenv() {
     HOMEBREW_SHELL_NAME="$(/bin/ps -p "${PPID}" -c -o comm=)"
   fi
 
+  if [[ -n "${HOMEBREW_MACOS}" ]] &&
+     [[ "${HOMEBREW_MACOS_VERSION_NUMERIC}" -ge "140000" ]] &&
+     [[ -x /usr/libexec/path_helper ]]
+  then
+    HOMEBREW_PATHS_FILE="${HOMEBREW_PREFIX}/etc/paths"
+
+    if [[ ! -f "${HOMEBREW_PATHS_FILE}" ]]
+    then
+      printf '%s/bin\n%s/sbin\n' "${HOMEBREW_PREFIX}" "${HOMEBREW_PREFIX}" >"${HOMEBREW_PATHS_FILE}" 2>/dev/null
+    fi
+
+    if [[ -r "${HOMEBREW_PATHS_FILE}" ]]
+    then
+      PATH_HELPER_ROOT="${HOMEBREW_PREFIX}"
+    fi
+  fi
+
   case "${HOMEBREW_SHELL_NAME}" in
     fish | -fish)
       echo "set -gx HOMEBREW_PREFIX \"${HOMEBREW_PREFIX}\";"
@@ -31,7 +48,12 @@ homebrew-shellenv() {
       echo "setenv HOMEBREW_PREFIX ${HOMEBREW_PREFIX};"
       echo "setenv HOMEBREW_CELLAR ${HOMEBREW_CELLAR};"
       echo "setenv HOMEBREW_REPOSITORY ${HOMEBREW_REPOSITORY};"
-      echo "setenv PATH ${HOMEBREW_PREFIX}/bin:${HOMEBREW_PREFIX}/sbin:\$PATH;"
+      if [[ -n "${PATH_HELPER_ROOT}" ]]
+      then
+        PATH_HELPER_ROOT="${PATH_HELPER_ROOT}" PATH="${HOMEBREW_PATH}" /usr/libexec/path_helper -c
+      else
+        echo "setenv PATH ${HOMEBREW_PREFIX}/bin:${HOMEBREW_PREFIX}/sbin:\$PATH;"
+      fi
       echo "test \${?MANPATH} -eq 1 && setenv MANPATH :\${MANPATH};"
       echo "setenv INFOPATH ${HOMEBREW_PREFIX}/share/info\`test \${?INFOPATH} -eq 1 && echo :\${INFOPATH}\`;"
       ;;
@@ -47,7 +69,12 @@ homebrew-shellenv() {
       echo "export HOMEBREW_PREFIX=\"${HOMEBREW_PREFIX}\";"
       echo "export HOMEBREW_CELLAR=\"${HOMEBREW_CELLAR}\";"
       echo "export HOMEBREW_REPOSITORY=\"${HOMEBREW_REPOSITORY}\";"
-      echo "export PATH=\"${HOMEBREW_PREFIX}/bin:${HOMEBREW_PREFIX}/sbin\${PATH+:\$PATH}\";"
+      if [[ -n "${PATH_HELPER_ROOT}" ]]
+      then
+        PATH_HELPER_ROOT="${PATH_HELPER_ROOT}" PATH="${HOMEBREW_PATH}" /usr/libexec/path_helper -s
+      else
+        echo "export PATH=\"${HOMEBREW_PREFIX}/bin:${HOMEBREW_PREFIX}/sbin\${PATH+:\$PATH}\";"
+      fi
       echo "[ -z \"\${MANPATH-}\" ] || export MANPATH=\":\${MANPATH#:}\";"
       echo "export INFOPATH=\"${HOMEBREW_PREFIX}/share/info:\${INFOPATH:-}\";"
       ;;