diff --git a/styles/Canonical/003-Ubuntu-names-versions.yml b/styles/Canonical/003-Ubuntu-names-versions.yml
index 79bbb90..1f1e023 100644
--- a/styles/Canonical/003-Ubuntu-names-versions.yml
+++ b/styles/Canonical/003-Ubuntu-names-versions.yml
@@ -16,8 +16,9 @@ scope:
 level: error
 tokens:
   # LTS releases should be followed by "LTS" suffix.
-  - 'Ubuntu \d?[02468]\.04(?! LTS)'
-  - 'Ubuntu 6\.06(?! LTS)'
+  # Use (?!\.\d| LTS) so point releases like "Ubuntu 24.04.4 LTS" are not flagged.
+  - 'Ubuntu \d?[02468]\.04(?!\.\d| LTS)'
+  - 'Ubuntu 6\.06(?!\.\d| LTS)'
   # Non-LTS releases should not be followed by "LTS" suffix.
   - 'Ubuntu \d?\d\.10 LTS'
   - 'Ubuntu \d?[13579]\.04 LTS'
diff --git a/styles/Canonical/004-Canonical-product-names.yml b/styles/Canonical/004-Canonical-product-names.yml
index 06fc941..cc1e24a 100644
--- a/styles/Canonical/004-Canonical-product-names.yml
+++ b/styles/Canonical/004-Canonical-product-names.yml
@@ -31,7 +31,8 @@ swap:
   Snapcraft: Snapcraft
   snapd: snapd # Vale seems to allow normal capitalisation, may need specific existence rule for Snapd
   Ubuntu Core: Ubuntu Core
-  (?<=Ubuntu )Pro: Pro
+  # \b ensures only "Ubuntu Pro" matches, not "Ubuntu project", "Ubuntu provides", etc.
+  (?<=Ubuntu )Pro\b: Pro
   Ubuntu Server: Ubuntu Server
 
 # Not working with multi-word terms that have the first word in the accept list
diff --git a/styles/Canonical/400-Enforce-inclusive-terms.yml b/styles/Canonical/400-Enforce-inclusive-terms.yml
index da8839b..4af4b6b 100644
--- a/styles/Canonical/400-Enforce-inclusive-terms.yml
+++ b/styles/Canonical/400-Enforce-inclusive-terms.yml
@@ -14,7 +14,7 @@ tokens:
   - black( )?hats?
   - white( )?hats?
   - illegal characters?
-  - masters?
+  - (?<!\/)masters?
   - (?<!jenkins\-)slaves?
   - chairman
   - foreman
diff --git a/tests/data/manifest.yml b/tests/data/manifest.yml
index 690b47c..5c7932b 100644
--- a/tests/data/manifest.yml
+++ b/tests/data/manifest.yml
@@ -60,6 +60,8 @@ rules:
           Ubuntu 24.04 LTS
           Ubuntu 24.04 LTS (Noble)
           Ubuntu 24.04 LTS (Noble Numbat)
+          Ubuntu 24.04.4 LTS
+          Ubuntu 24.04.4 LTS (Noble Numbat)
 
           ## Ubuntu 24.04 LTS
 
@@ -122,6 +124,18 @@ rules:
             - SnapD
             - pro
           severity: error
+      - id: ubuntu-pro-not-flagged
+        filetypes: [md, rst]
+        content: |
+          The Ubuntu project is open source.
+          Ubuntu provides a range of tools.
+          Ubuntu proposed-migration is a process.
+          See the Ubuntu Pro page for subscription info.
+          Ubuntu pro is a product.
+        expect:
+          triggers:
+            - pro
+          severity: error
   005-Industry-product-names:
     cases:
       - id: valid