diff --git a/frontend/src/utils/tags.ts b/frontend/src/utils/tags.ts
index d72d49b..8c79cd3 100644
--- a/frontend/src/utils/tags.ts
+++ b/frontend/src/utils/tags.ts
@@ -1,5 +1,5 @@
 const CODE_FENCE_RE = /```[\s\S]*?```|`[^`\n]+`/g;
-const TAG_RE = /(?<!\w)#([\w]+(?:\/[\w]+)*)/g;
+const TAG_RE = /(?<!\w)(?<!&)#([\w]+(?:\/[\w]+)*)/g;
 
 function escapeHtmlAttr(s: string): string {
   return s.replace(/&/g, "&amp;").replace(/"/g, "&quot;").replace(/</g, "&lt;").replace(/>/g, "&gt;");
diff --git a/summary.md b/summary.md
index 2a38057..4f7469f 100644
--- a/summary.md
+++ b/summary.md
@@ -43,7 +43,8 @@ for AI-assisted features.
   compatible) over HTTP.
 - **Inline tag extraction:** Tags are extracted from note/task body text using
   `#tag` syntax (Obsidian-style), not manually entered. Backend is source of truth
-  for tag extraction.
+  for tag extraction. The `TAG_RE` regex uses `(?<!&)` negative lookbehind to avoid
+  matching HTML entities like `&#39;` as tags.
 - **Hierarchical tags:** `#project/webapp` stored as `"project/webapp"`. Filtering
   by `project` matches both `project` and `project/*` children via SQL `unnest` +
   `LIKE` prefix.
@@ -216,7 +217,7 @@ fabledassistant/
     │   │   ├── settings.ts      # AppSettings interface, ModelInfo interface (name, description, size, bestFor, category)
     │   │   └── task.ts          # Task = re-export of Note; TaskListResponse
     │   ├── utils/
-    │   │   ├── tags.ts          # extractTags(), linkifyTags(), linkifyWikilinks()
+    │   │   ├── tags.ts          # extractTags(), linkifyTags() (with (?<!&) to skip HTML entities), linkifyWikilinks()
     │   │   └── markdown.ts      # renderMarkdown() (full) + renderPreview() (strips links/images) — decodes HTML entities before marked, replaces &#39; after sanitization
     │   ├── views/
     │   │   ├── ChatView.vue     # Dedicated /chat page: sidebar + bubble-style messages (user right, assistant left) + floating dark input bar + auto-focus
@@ -445,7 +446,7 @@ When adding a new migration, follow these conventions:
 - [x] **Chat bubble layout:** User messages right-aligned (primary color bg), assistant messages left-aligned (card bg), speech bubble tails
 - [x] **Floating dark input bar:** `#1c1c1e` background, rounded corners, circular send button with arrow
 - [x] **Auto-focus input:** Chat input auto-focuses on mount, conversation switch, and after sending
-- [x] **HTML entity fix:** Three-layer approach — decode entities before marked, DOMPurify sanitization, explicit `&#39;` → `'` replacement after sanitization
+- [x] **HTML entity fix:** `linkifyTags` regex now uses `(?<!&)` lookbehind to avoid matching `#39` inside `&#39;` as a tag. Additional layers: decode entities before marked, DOMPurify sanitization, explicit `&#39;` → `'` replacement after sanitization
 - [x] **New chat navigation fix:** `fetchConversation()` called before `router.push()` so `currentConversation` is set immediately
 - [x] **Recent chats on home page:** 3 most recent conversations shown as clickable cards + "New Chat" button