diff --git a/osx/mpkg/Distribution b/osx/mpkg/Distribution
index 05f0cf001c..755852b31e 100644
--- a/osx/mpkg/Distribution
+++ b/osx/mpkg/Distribution
@@ -123,7 +123,7 @@
      {
          try {
              vboxplist = system.files.plistAtPath('/Applications/VirtualBox.app/Contents/Info.plist');
-             if (!vboxplist || !vboxplist.CFBundleVersion || system.compareVersions(vboxplist.CFBundleVersion, '%VBOX_VERSION') === -1) {
+             if (!vboxplist || !vboxplist.CFBundleVersion || system.compareVersions(vboxplist.CFBundleVersion, '%VBOX_VERSION%') === -1) {
                  return true;
              }
 
@@ -132,7 +132,7 @@
      }
     /* js:pkmk:end */
     </script>
-    <choice id="choiceVBox" title="choiceVBox_title" description="choiceVBox_msg" start_selected="vboxNeedsUpgrade()" start_enabled="vboxNeedsUpgrade()" start_visible="vboxNeedsUpgrade()">
+    <choice id="choiceVBox" title="choiceVBox_title" description="choiceVBox_msg" start_selected="vboxNeedsUpgrade()" start_enabled="vboxNeedsUpgrade()" start_visible="true">
         <pkg-ref id="org.virtualbox.pkg.vboxkexts" auth="Root" version="%VBOX_VERSION%" installKBytes="935">#VBoxKEXTs.pkg</pkg-ref>
         <pkg-ref id="org.virtualbox.pkg.virtualbox" auth="Root" version="%VBOX_VERSION%" installKBytes="247220">#VirtualBox.pkg</pkg-ref>
         <pkg-ref id="org.virtualbox.pkg.virtualboxcli" auth="Root" version="%VBOX_VERSION%" installKBytes="4">#VirtualBoxCLI.pkg</pkg-ref>
diff --git a/osx/mpkg/Resources/en.lproj/Localizable.strings b/osx/mpkg/Resources/en.lproj/Localizable.strings
index c80538a86e..cc942113d9 100644
--- a/osx/mpkg/Resources/en.lproj/Localizable.strings
+++ b/osx/mpkg/Resources/en.lproj/Localizable.strings
@@ -19,10 +19,10 @@
 'choiceKitematicAPP_msg' = 'Installs Kitematic into /Applications/';
 
 'choiceVBox_title' = 'Oracle VM VirtualBox %VBOX_VERSION%';
-'choiceVBox_msg' = 'Installs the Oracle VM VirtualBox application into /Applications.';
+'choiceVBox_msg' = 'Installs or Upgrades the Oracle VM VirtualBox application into /Applications if it is not already installed.';
 
 'RUNNING_VMS_TLE' = "Please Quit VirtualBox!";
-'RUNNING_VMS_MSG' = "The installer has detected that VirtualBox is still running. Please quit VirtualBox, and then restart the Docker Toolbox installation.";
+'RUNNING_VMS_MSG' = "The installer has detected that VirtualBox is out of date, and is still running. Please shut down all VMs, quit VirtualBox, and then restart the Docker Toolbox installation.";
 
 'UNSUPPORTED_HW_MACHINE_TLE' = "Unsupported hardware architecture detected!";
 'UNSUPPORTED_HW_MACHINE_MSG' = "The installer has detected an unsupported architecture. VirtualBox only runs on the x86 and amd64 architectures.";