diff --git a/INSTALL.md b/INSTALL.md
index 02f2939a..4635a255 100644
--- a/INSTALL.md
+++ b/INSTALL.md
@@ -193,13 +193,13 @@ it before starting this process.
 
 ### XQuartz
 
-[XQuartz](https://www.xquartz.org/) is an X11 windows manager. If you don't
-have it installed already, you can either download and install it manually
-via the link _or_ install it with Homebrew using:
-
-```
-brew install --cask xquartz
-```
+XQuartz is an X11 windows manager. If you don't have it installed already, you
+can either:
+* Download and install it manually from [xquartz.org](https://www.xquartz.org/)
+* Install it with Homebrew using
+  ```
+  brew install --cask xquartz
+  ```
 
 After you install XQuartz, you must ***log out and back in*** to your account
 on your computer, or reboot, before Guiguts can use it as the X11 server.
diff --git a/Makefile b/Makefile
index 2c908adf..2efd2ed5 100644
--- a/Makefile
+++ b/Makefile
@@ -6,7 +6,7 @@ VERSION=1.6.0
 ZIP=zip -rv9
 
 # files to include from the root
-INCLUDES=CHANGELOG.md INSTALL.md UPGRADE.md LICENSE.txt README.md THANKS.md
+INCLUDES=CHANGELOG.md INSTALL.md UPGRADE.md LICENSE.txt README.md THANKS.md TROUBLESHOOTING.md
 
 TARGETS= generic win mac
 
diff --git a/README.md b/README.md
index 3ba7d2cf..8b5b1d4a 100644
--- a/README.md
+++ b/README.md
@@ -27,6 +27,8 @@ If you are upgrading from an earlier version of Guiguts, see
 
 To install Guiguts see [INSTALL.md](INSTALL.md).
 
+For troubleshooting tips, see [TROUBLESHOOTING.md](TROUBLESHOOTING.md).
+
 ## Development
 
 ### Code style
diff --git a/TROUBLESHOOTING.md b/TROUBLESHOOTING.md
new file mode 100644
index 00000000..fe6e068f
--- /dev/null
+++ b/TROUBLESHOOTING.md
@@ -0,0 +1,46 @@
+# Troubleshooting
+
+Here are some troubleshooting tips for getting Guiguts running.
+
+## macOS
+
+### Unable to start Guiguts
+
+If Guiguts shows errors connecting to the X11 server, try starting Guiguts
+from within an X11 terminal instead of Terminal.app. To do this:
+
+1. Start XQuartz with Applications -> Utilities -> XQuartz
+2. Open a terminal from the XQuartz menu with Applications -> Terminal
+3. Within the xterm terminal, navigate to your Guiguts install directory
+4. Start guiguts with `perl guiguts.pl`
+
+### Guiguts no longer runs after a macOS upgrade
+
+After upgrading macOS, either to a new release of an existing version or to
+an entirely new version of the operating system, Guiguts may no longer start.
+One thing to try is to reinstall and upgrade some of the Guiguts dependencies.
+In Terminal.app, run:
+
+```bash
+# uninstall and re-install the XCode CLI
+sudo rm -rf /Library/Developer/CommandLineTools
+sudo xcode-select --install
+
+# update homebrew and all packages, including perl
+brew update
+brew unpin perl
+brew upgrade
+
+# re-pin perl
+brew pin perl
+
+# re-install the Guiguts packages using install_cpan_modules.pl
+# see INSTALL.md for more information on installing packages
+perl install_cpan_modules.pl
+```
+
+If the above did not fix the problem, also upgrade XQuartz:
+* If you installed XQuartz from homebrew, the steps above will have updated
+  it for you.
+* If you installed XQuartz manually from [xquartz.org](https://www.xquartz.org/),
+  download and install the latest version.