diff --git a/radicle-cli/examples/rad-checkout-repo-config-linux.md b/radicle-cli/examples/rad-checkout-repo-config-linux.md
new file mode 100644
index 00000000..ff0917c9
--- /dev/null
+++ b/radicle-cli/examples/rad-checkout-repo-config-linux.md
@@ -0,0 +1,20 @@
+```
+$ cd heartwood
+```
+
+View the repository configuration:
+
+```
+$ cat .git/config
+[core]
+	bare = false
+	repositoryformatversion = 0
+	filemode = true
+	logallrefupdates = true
+[remote "rad"]
+	url = rad://z42hL2jL4XNk6K8oHQaSWfMgCL7ji/z6MknSLrJoTcukLrE435hVNQT4JUhbvWLX4kUzqkEStBU8Vi
+	fetch = +refs/heads/*:refs/remotes/rad/*
+[branch "master"]
+	remote = rad
+	merge = refs/heads/master
+```
diff --git a/radicle-cli/examples/rad-checkout-repo-config-macos.md b/radicle-cli/examples/rad-checkout-repo-config-macos.md
new file mode 100644
index 00000000..2c2f8b66
--- /dev/null
+++ b/radicle-cli/examples/rad-checkout-repo-config-macos.md
@@ -0,0 +1,22 @@
+```
+$ cd heartwood
+```
+
+View the repository configuration:
+
+```
+$ cat .git/config
+[core]
+	bare = false
+	repositoryformatversion = 0
+	filemode = true
+	ignorecase = true
+	precomposeunicode = true
+	logallrefupdates = true
+[remote "rad"]
+	url = rad://z42hL2jL4XNk6K8oHQaSWfMgCL7ji/z6MknSLrJoTcukLrE435hVNQT4JUhbvWLX4kUzqkEStBU8Vi
+	fetch = +refs/heads/*:refs/remotes/rad/*
+[branch "master"]
+	remote = rad
+	merge = refs/heads/master
+```
diff --git a/radicle-cli/examples/rad-checkout.md b/radicle-cli/examples/rad-checkout.md
index 4c8a9d27..29c71cff 100644
--- a/radicle-cli/examples/rad-checkout.md
+++ b/radicle-cli/examples/rad-checkout.md
@@ -57,20 +57,3 @@ $ git show-ref
 f2de534b5e81d7c6e2dcaf58c3dd91573c0a0354 refs/heads/master
 f2de534b5e81d7c6e2dcaf58c3dd91573c0a0354 refs/remotes/rad/master
 ```
-
-View the repository configuration:
-
-```
-$ cat .git/config
-[core]
-	bare = false
-	repositoryformatversion = 0
-	filemode = true
-	logallrefupdates = true
-[remote "rad"]
-	url = rad://z42hL2jL4XNk6K8oHQaSWfMgCL7ji/z6MknSLrJoTcukLrE435hVNQT4JUhbvWLX4kUzqkEStBU8Vi
-	fetch = +refs/heads/*:refs/remotes/rad/*
-[branch "master"]
-	remote = rad
-	merge = refs/heads/master
-```
diff --git a/radicle-cli/tests/commands.rs b/radicle-cli/tests/commands.rs
index 74a83b05..24006a71 100644
--- a/radicle-cli/tests/commands.rs
+++ b/radicle-cli/tests/commands.rs
@@ -122,6 +122,24 @@ fn rad_checkout() {
         [],
     )
     .unwrap();
+
+    if cfg!(target_os = "linux") {
+        test(
+            "examples/rad-checkout-repo-config-linux.md",
+            copy.path(),
+            Some(&profile.home),
+            [],
+        )
+        .unwrap();
+    } else if cfg!(target_os = "macos") {
+        test(
+            "examples/rad-checkout-repo-config-macos.md",
+            copy.path(),
+            Some(&profile.home),
+            [],
+        )
+        .unwrap();
+    }
 }
 
 #[test]