diff --git a/.github/labeler.yml b/.github/labeler.yml
index 4bbdeca759..4890d934f3 100644
--- a/.github/labeler.yml
+++ b/.github/labeler.yml
@@ -1,6 +1,77 @@
 # Copyright (c) HashiCorp, Inc.
 # SPDX-License-Identifier: BUSL-1.1
 
+# Add 'Boundary' label to changes under 'content/boundary'
+#
+# Label           | Rule
+# --------------- | ------------------------------------------------------------
+# Boundary        | Default; applies to all doc updates
+# Boundary        | Updates on HCP Boundary in hcp-docs directory
+
+Boundary:
+- any:
+  - changed-files:
+    - any-glob-to-any-file: [
+        'content/boundary/**',
+        'content/hcp-docs/content/docs/boundary/**'
+      ]
+
+# Add 'Consul' label to changes under 'content/consul'
+#
+# Label           | Rule
+# --------------- | ------------------------------------------------------------
+# Consul          | Default; applies to all doc updates
+# Consul          | Updates on HCP Consul in hcp-docs directory
+
+Consul:
+- any:
+  - changed-files:
+    - any-glob-to-any-file: [
+        'content/consul/**',
+        'content/hcp-docs/content/docs/consul/**'
+      ]
+
+# Add 'HCP' label to changes under 'content/hcp-docs'
+#
+# Label           | Rule
+# --------------- | ------------------------------------------------------------
+# HCP             | Default; applies to all doc updates
+
+HCP:
+- any:
+  - changed-files:
+    - any-glob-to-any-file: [
+        'content/hcp-docs/**'
+      ]
+
+# Add 'Packer' label to changes under 'content/packer'
+#
+# Label           | Rule
+# --------------- | ------------------------------------------------------------
+# Packer          | Default; applies to all doc updates
+# Packer          | Updates on HCP Packer in hcp-docs directory
+
+Packer:
+- any:
+  - changed-files:
+    - any-glob-to-any-file: [
+        'content/packer/**',
+        'content/hcp-docs/content/docs/packer/**'
+      ]
+
+# Add 'Sentinel' label to changes under 'content/sentinel'
+#
+# Label           | Rule
+# --------------- | ------------------------------------------------------------
+# Sentinel        | Default; applies to all doc updates
+
+Sentinel:
+- any:
+  - changed-files:
+    - any-glob-to-any-file: [
+        'content/sentinel/**'
+      ]
+
 # Add a Terraform label to changes under the related folders:
 #
 # Folder                      | Labels
@@ -59,19 +130,35 @@ TF Plugin Framework:
         'content/terraform-plugin-framework/**'
       ]
 
+# Add 'Vagrant' label to changes under 'content/vagrant'
+#
+# Label           | Rule
+# --------------- | ------------------------------------------------------------
+# Vagrant         | Default; applies to all doc updates
+# Vagrant         | Updates on HCP Vagrant in hcp-docs directory
 
-# Add 'Vault' label to changes under 'content/vault'
+Vagrant:
+- any:
+  - changed-files:
+    - any-glob-to-any-file: [
+        'content/vagrant/**',
+        'content/hcp-docs/content/docs/vagrant/**'
+      ]
+
+# Add 'Vault' label to changes under 'content/vault', and 'content/hcp-docs/content/docs/vault'
 #
 # Label           | Rule
 # --------------- | ------------------------------------------------------------
 # Vault           | Default; applies to all doc updates
+# Vault           | Updates on HCP Vault Dedicated in hcp-docs directory
 # Vault IC update | Updates on "Important changes" related docs
 
 Vault:
 - any:
   - changed-files:
     - any-glob-to-any-file: [
-        'content/vault/**'
+        'content/vault/**',
+        'content/hcp-docs/content/docs/vault/**'
       ]
 
 Vault IC:
@@ -84,6 +171,19 @@ Vault IC:
         'content/vault/*/content/docs/updates/lts-tracker.mdx'
       ]
 
+# Add 'Vault Radar' label to changes under 'content/hcp-docs/content/docs/vault-radar'
+#
+# Label           | Rule
+# --------------- | ------------------------------------------------------------
+# Vault Radar     | Default; applies to all doc updates
+
+Vault Radar:
+- any:
+  - changed-files:
+    - any-glob-to-any-file: [
+        'content/hcp-docs/content/docs/vault-radar/**'
+      ]
+
 # Add 'WAF' label to changes under 'content/well-architected-framework'
 #
 # Label           | Rule
@@ -97,15 +197,15 @@ WAF:
         'content/well-architected-framework/**'
       ]
 
-# Add 'Sentinel' label to changes under 'content/sentinel'
+# Add 'Waypoint' label to changes under 'content/hcp-docs/content/docs/waypoint'
 #
 # Label           | Rule
 # --------------- | ------------------------------------------------------------
-# Sentinel        | Default; applies to all doc updates
+# Waypoint        | Default; applies to all doc updates
 
-Sentinel:
+Waypoint:
 - any:
   - changed-files:
     - any-glob-to-any-file: [
-        'content/sentinel/**'
-      ]
\ No newline at end of file
+        'content/hcp-docs/content/docs/waypoint/**'
+      ]