diff --git a/apps/desktop/src/components/editor-area/index.tsx b/apps/desktop/src/components/editor-area/index.tsx
index 0dab6bc90..760e20aae 100644
--- a/apps/desktop/src/components/editor-area/index.tsx
+++ b/apps/desktop/src/components/editor-area/index.tsx
@@ -81,11 +81,12 @@ async function generateTitleDirect(
 
         for (const tagName of suggestedTags.slice(0, 2)) {
           try {
-            const existingTag = existingTagsMap.get(tagName.toLowerCase());
+            const cleanedTagName = tagName.startsWith("@") ? tagName.slice(1) : tagName;
+            const existingTag = existingTagsMap.get(cleanedTagName.toLowerCase());
 
             const tag = await dbCommands.upsertTag({
               id: existingTag?.id || crypto.randomUUID(),
-              name: tagName,
+              name: cleanedTagName,
             });
 
             await dbCommands.assignTagToSession(tag.id, targetSessionId);
diff --git a/apps/desktop/src/components/editor-area/note-header/chips/share-chip.tsx b/apps/desktop/src/components/editor-area/note-header/chips/share-chip.tsx
index 124308904..29085892f 100644
--- a/apps/desktop/src/components/editor-area/note-header/chips/share-chip.tsx
+++ b/apps/desktop/src/components/editor-area/note-header/chips/share-chip.tsx
@@ -9,11 +9,11 @@ interface ShareChipProps {
 
 export function ShareChip({ isVeryNarrow = false }: ShareChipProps) {
   const [open, setOpen] = useState(false);
-  const { hasEnhancedNote, handleOpenStateChange } = useShareLogic();
+  const { hasShareableNote, shareTitle, handleOpenStateChange } = useShareLogic();
 
   const handleOpenChange = (newOpen: boolean) => {
     setOpen(newOpen);
-    if (hasEnhancedNote) {
+    if (hasShareableNote) {
       handleOpenStateChange(newOpen);
     }
   };
@@ -35,7 +35,7 @@ export function ShareChip({ isVeryNarrow = false }: ShareChipProps) {
         align="start"
         sideOffset={7}
       >
-        {hasEnhancedNote ? <SharePopoverContent /> : <SharePlaceholderContent />}
+        {hasShareableNote ? <SharePopoverContent shareTitle={shareTitle} /> : <SharePlaceholderContent />}
       </PopoverContent>
     </Popover>
   );
@@ -44,16 +44,17 @@ export function ShareChip({ isVeryNarrow = false }: ShareChipProps) {
 function SharePlaceholderContent() {
   return (
     <div className="flex flex-col gap-3">
-      <div className="text-sm font-medium text-neutral-700">Share Enhanced Note</div>
+      <div className="text-sm font-medium text-neutral-700">Share Note</div>
       <div className="flex flex-col items-center justify-center py-8 px-4 text-center">
         <div className="w-12 h-12 rounded-full bg-neutral-100 flex items-center justify-center mb-4">
           <TextSelect size={24} className="text-neutral-400" />
         </div>
         <h3 className="text-sm font-medium text-neutral-900 mb-2">
-          Enhanced Note Required
+          No Content Available
         </h3>
         <p className="text-xs text-neutral-500 leading-relaxed">
-          Complete your meeting to generate an enhanced note, then share it via PDF, email, Obsidian, and more.
+          Start taking notes or record a meeting to have content available for sharing via PDF, email, Obsidian, and
+          more.
         </p>
       </div>
     </div>
diff --git a/apps/desktop/src/components/editor-area/note-header/share-button-header.tsx b/apps/desktop/src/components/editor-area/note-header/share-button-header.tsx
index aa1467c32..495734a0e 100644
--- a/apps/desktop/src/components/editor-area/note-header/share-button-header.tsx
+++ b/apps/desktop/src/components/editor-area/note-header/share-button-header.tsx
@@ -51,11 +51,13 @@ interface ObsidianFolder {
 }
 
 const exportHandlers = {
-  copy: async (session: Session): Promise<ExportResult> => {
+  copy: async (session: Session, isViewingRaw: boolean = false): Promise<ExportResult> => {
     try {
       let textToCopy = "";
 
-      if (session.enhanced_memo_html) {
+      if (isViewingRaw && session.raw_memo_html) {
+        textToCopy = html2md(session.raw_memo_html);
+      } else if (!isViewingRaw && session.enhanced_memo_html) {
         textToCopy = html2md(session.enhanced_memo_html);
       } else if (session.raw_memo_html) {
         textToCopy = html2md(session.raw_memo_html);
@@ -71,8 +73,8 @@ const exportHandlers = {
     }
   },
 
-  pdf: async (session: Session, theme: ThemeName = "default"): Promise<ExportResult> => {
-    const path = await exportToPDF(session, theme);
+  pdf: async (session: Session, theme: ThemeName = "default", isViewingRaw: boolean = false): Promise<ExportResult> => {
+    const path = await exportToPDF(session, theme, isViewingRaw);
     if (path) {
       await message(`Meeting summary saved to your 'Downloads' folder ("${path}")`);
     }
@@ -82,10 +84,13 @@ const exportHandlers = {
   email: async (
     session: Session,
     sessionParticipants?: Array<{ full_name: string | null; email: string | null }>,
+    isViewingRaw: boolean = false,
   ): Promise<ExportResult> => {
     let bodyContent = "Here is the meeting summary: \n\n";
 
-    if (session.enhanced_memo_html) {
+    if (isViewingRaw && session.raw_memo_html) {
+      bodyContent += html2md(session.raw_memo_html);
+    } else if (!isViewingRaw && session.enhanced_memo_html) {
       bodyContent += html2md(session.enhanced_memo_html);
     } else if (session.raw_memo_html) {
       bodyContent += html2md(session.raw_memo_html);
@@ -126,6 +131,7 @@ const exportHandlers = {
     sessionTags: Tag[] | undefined,
     sessionParticipants: Array<{ full_name: string | null }> | undefined,
     includeTranscript: boolean = false,
+    isViewingRaw: boolean = false,
   ): Promise<ExportResult> => {
     const [baseFolder, apiKey, baseUrl] = await Promise.all([
       obsidianCommands.getBaseFolder(),
@@ -148,7 +154,14 @@ const exportHandlers = {
       finalPath = await join(selectedFolder, filename);
     }
 
-    let convertedMarkdown = session.enhanced_memo_html ? html2md(session.enhanced_memo_html) : "";
+    let convertedMarkdown = "";
+    if (isViewingRaw && session.raw_memo_html) {
+      convertedMarkdown = html2md(session.raw_memo_html);
+    } else if (!isViewingRaw && session.enhanced_memo_html) {
+      convertedMarkdown = html2md(session.enhanced_memo_html);
+    } else if (session.raw_memo_html) {
+      convertedMarkdown = html2md(session.raw_memo_html);
+    }
 
     // Add transcript if requested
     if (includeTranscript && session.words && session.words.length > 0) {
@@ -328,13 +341,20 @@ export function useShareLogic() {
   const { userId } = useHypr();
   const param = useParams({ from: "/app/note/$id", shouldThrow: true });
   const session = useSession(param.id, (s) => s.session);
+  const showRaw = useSession(param.id, (s) => s.showRaw);
 
   const [expandedId, setExpandedId] = useState<string | null>(null);
   const [selectedObsidianFolder, setSelectedObsidianFolder] = useState<string>("default");
   const [selectedPdfTheme, setSelectedPdfTheme] = useState<ThemeName>("default");
   const [includeTranscript, setIncludeTranscript] = useState(false);
   const [copySuccess, setCopySuccess] = useState(false);
+
+  // Determine what content is available and what to share
   const hasEnhancedNote = !!session?.enhanced_memo_html;
+  const hasRawNote = !!session?.raw_memo_html;
+  const hasShareableNote = hasEnhancedNote || hasRawNote;
+  const isViewingRaw = showRaw || !hasEnhancedNote;
+  const shareTitle = isViewingRaw ? "Share Raw Note" : "Share Enhanced Note";
 
   const isObsidianConfigured = useQuery({
     queryKey: ["integration", "obsidian", "enabled"],
@@ -431,17 +451,17 @@ export function useShareLogic() {
       let result: ExportResult | null = null;
 
       if (optionId === "copy") {
-        result = await exportHandlers.copy(session);
+        result = await exportHandlers.copy(session, isViewingRaw);
       } else if (optionId === "pdf") {
-        result = await exportHandlers.pdf(session, selectedPdfTheme);
+        result = await exportHandlers.pdf(session, selectedPdfTheme, isViewingRaw);
       } else if (optionId === "email") {
         try {
           // fetch participants directly, bypassing cache
           const freshParticipants = await dbCommands.sessionListParticipants(param.id);
-          result = await exportHandlers.email(session, freshParticipants);
+          result = await exportHandlers.email(session, freshParticipants, isViewingRaw);
         } catch (participantError) {
           console.warn("Failed to fetch participants, sending email without them:", participantError);
-          result = await exportHandlers.email(session, undefined);
+          result = await exportHandlers.email(session, undefined, isViewingRaw);
         }
       } else if (optionId === "obsidian") {
         sessionTags.refetch();
@@ -466,6 +486,7 @@ export function useShareLogic() {
           sessionTagsData,
           sessionParticipantsData,
           includeTranscript,
+          isViewingRaw,
         );
       }
 
@@ -531,6 +552,9 @@ export function useShareLogic() {
   return {
     session,
     hasEnhancedNote,
+    hasShareableNote,
+    shareTitle,
+    isViewingRaw,
     expandedId,
     selectedObsidianFolder,
     setSelectedObsidianFolder,
@@ -552,8 +576,9 @@ export function useShareLogic() {
 }
 
 // Reusable Share Content Component
-export function SharePopoverContent() {
+export function SharePopoverContent({ shareTitle: propShareTitle }: { shareTitle?: string }) {
   const {
+    shareTitle,
     expandedId,
     selectedObsidianFolder,
     setSelectedObsidianFolder,
@@ -572,7 +597,7 @@ export function SharePopoverContent() {
 
   return (
     <div className="flex flex-col gap-3">
-      <div className="text-sm font-medium text-neutral-700">Share Enhanced Note</div>
+      <div className="text-sm font-medium text-neutral-700">{propShareTitle || shareTitle}</div>
       <div className="flex flex-col gap-2">
         {/* Direct action buttons */}
         {directActions.map((action) => {
diff --git a/apps/desktop/src/components/editor-area/text-selection-popover.tsx b/apps/desktop/src/components/editor-area/text-selection-popover.tsx
index 67255e9ff..ca33da34c 100644
--- a/apps/desktop/src/components/editor-area/text-selection-popover.tsx
+++ b/apps/desktop/src/components/editor-area/text-selection-popover.tsx
@@ -49,6 +49,17 @@ export function TextSelectionPopover(
       }
 
       const range = sel.getRangeAt(0);
+      const commonAncestor = range.commonAncestorContainer;
+      const container = commonAncestor.nodeType === Node.TEXT_NODE
+        ? commonAncestor.parentElement
+        : commonAncestor as Element;
+
+      // block popover in transcript area
+      if (container?.closest(".tiptap-transcript")) {
+        setSelection(null);
+        return;
+      }
+
       const rect = range.getBoundingClientRect();
 
       const selectedText = sel.toString().trim();
diff --git a/apps/desktop/src/components/toolbar/buttons/share-button.tsx b/apps/desktop/src/components/toolbar/buttons/share-button.tsx
index 63bc0374d..1e5f3ba0a 100644
--- a/apps/desktop/src/components/toolbar/buttons/share-button.tsx
+++ b/apps/desktop/src/components/toolbar/buttons/share-button.tsx
@@ -4,7 +4,7 @@ import { join } from "@tauri-apps/api/path";
 import { message } from "@tauri-apps/plugin-dialog";
 import { fetch as tauriFetch } from "@tauri-apps/plugin-http";
 import { openPath, openUrl } from "@tauri-apps/plugin-opener";
-import { BookText, Check, ChevronDown, ChevronUp, Copy, FileText, HelpCircle, Mail, Share } from "lucide-react";
+import { Check, ChevronDown, ChevronUp, Copy, FileText, HelpCircle, Mail, Share } from "lucide-react";
 import { useState } from "react";
 
 import { useHypr } from "@/contexts";
@@ -25,6 +25,42 @@ import { Select, SelectContent, SelectItem, SelectTrigger, SelectValue } from "@
 import { useSession } from "@hypr/utils/contexts";
 import { exportToPDF, getAvailableThemes, type ThemeName } from "../utils/pdf-export";
 
+const ObsidianIcon = ({ size = 20 }: { size?: number }) => (
+  <svg
+    fill="none"
+    height={size}
+    width={size}
+    viewBox="0 0 512 512"
+    xmlns="http://www.w3.org/2000/svg"
+  >
+    {/* Main base shape */}
+    <path
+      d="M382.3 475.6c-3.1 23.4-26 41.6-48.7 35.3-32.4-8.9-69.9-22.8-103.6-25.4l-51.7-4a34 34 0 0 1-22-10.2l-89-91.7a34 34 0 0 1-6.7-37.7s55-121 57.1-127.3c2-6.3 9.6-61.2 14-90.6 1.2-7.9 5-15 11-20.3L248 8.9a34.1 34.1 0 0 1 49.6 4.3L386 125.6a37 37 0 0 1 7.6 22.4c0 21.3 1.8 65 13.6 93.2 11.5 27.3 32.5 57 43.5 71.5a17.3 17.3 0 0 1 1.3 19.2 1494 1494 0 0 1-44.8 70.6c-15 22.3-21.9 49.9-25 73.1z"
+      fill="currentColor"
+    />
+    {/* Bottom left highlight - creates internal structure */}
+    <path
+      d="M165.9 478.3c41.4-84 40.2-144.2 22.6-187-16.2-39.6-46.3-64.5-70-80-.6 2.3-1.3 4.4-2.2 6.5L60.6 342a34 34 0 0 0 6.6 37.7l89.1 91.7a34 34 0 0 0 9.6 7z"
+      fill="rgba(255,255,255,0.15)"
+    />
+    {/* Top right highlight */}
+    <path
+      d="M278.4 307.8c11.2 1.2 22.2 3.6 32.8 7.6 34 12.7 65 41.2 90.5 96.3 1.8-3.1 3.6-6.2 5.6-9.2a1536 1536 0 0 0 44.8-70.6 17 17 0 0 0-1.3-19.2c-11-14.6-32-44.2-43.5-71.5-11.8-28.2-13.5-72-13.6-93.2 0-8.1-2.6-16-7.6-22.4L297.6 13.2a34 34 0 0 0-1.5-1.7 96 96 0 0 1 2 54 198.3 198.3 0 0 1-17.6 41.3l-7.2 14.2a171 171 0 0 0-19.4 71c-1.2 29.4 4.8 66.4 24.5 115.8z"
+      fill="rgba(255,255,255,0.2)"
+    />
+    {/* Top left highlight */}
+    <path
+      d="M278.4 307.8c-19.7-49.4-25.8-86.4-24.5-115.9a171 171 0 0 1 19.4-71c2.3-4.8 4.8-9.5 7.2-14.1 7.1-13.9 14-27 17.6-41.4a96 96 0 0 0-2-54A34.1 34.1 0 0 0 248 9l-105.4 94.8a34.1 34.1 0 0 0-10.9 20.3l-12.8 85-.5 2.3c23.8 15.5 54 40.4 70.1 80a147 147 0 0 1 7.8 24.8c28-6.8 55.7-11 82.1-8.3z"
+      fill="rgba(255,255,255,0.25)"
+    />
+    {/* Bottom right highlight */}
+    <path
+      d="M333.6 511c22.7 6.2 45.6-12 48.7-35.4a187 187 0 0 1 19.4-63.9c-25.6-55-56.5-83.6-90.4-96.3-36-13.4-75.2-9-115 .7 8.9 40.4 3.6 93.3-30.4 162.2 4 1.8 8.1 3 12.5 3.3 0 0 24.4 2 53.6 4.1 29 2 72.4 17.1 101.6 25.2z"
+      fill="rgba(255,255,255,0.1)"
+    />
+  </svg>
+);
+
 export function ShareButton() {
   const param = useParams({ from: "/app/note/$id", shouldThrow: false });
   return param ? <ShareButtonInNote /> : null;
@@ -34,6 +70,7 @@ function ShareButtonInNote() {
   const { userId } = useHypr();
   const param = useParams({ from: "/app/note/$id", shouldThrow: true });
   const session = useSession(param.id, (s) => s.session);
+  const showRaw = useSession(param.id, (s) => s.showRaw);
 
   const [open, setOpen] = useState(false);
   const [expandedId, setExpandedId] = useState<string | null>(null);
@@ -41,7 +78,13 @@ function ShareButtonInNote() {
   const [selectedPdfTheme, setSelectedPdfTheme] = useState<ThemeName>("default");
   const [includeTranscript, setIncludeTranscript] = useState(false);
   const [copySuccess, setCopySuccess] = useState(false);
+
+  // Determine what content is available and what to share
   const hasEnhancedNote = !!session?.enhanced_memo_html;
+  const hasRawNote = !!session?.raw_memo_html;
+  const hasShareableNote = hasEnhancedNote || hasRawNote;
+  const isViewingRaw = showRaw || !hasEnhancedNote;
+  const shareTitle = isViewingRaw ? "Share Raw Note" : "Share Enhanced Note";
 
   const isObsidianConfigured = useQuery({
     queryKey: ["integration", "obsidian", "enabled"],
@@ -103,7 +146,7 @@ function ShareButtonInNote() {
       ? {
         id: "obsidian",
         title: "Obsidian",
-        icon: <BookText size={20} />,
+        icon: <ObsidianIcon size={20} />,
         description: "Export to Obsidian",
         docsUrl: "https://docs.hyprnote.com/sharing#obsidian",
       }
@@ -160,17 +203,17 @@ function ShareButtonInNote() {
       let result: ExportResult | null = null;
 
       if (optionId === "copy") {
-        result = await exportHandlers.copy(session);
+        result = await exportHandlers.copy(session, isViewingRaw);
       } else if (optionId === "pdf") {
-        result = await exportHandlers.pdf(session, selectedPdfTheme);
+        result = await exportHandlers.pdf(session, selectedPdfTheme, isViewingRaw);
       } else if (optionId === "email") {
         try {
           // fetch participants directly, bypassing cache
           const freshParticipants = await dbCommands.sessionListParticipants(param.id);
-          result = await exportHandlers.email(session, freshParticipants);
+          result = await exportHandlers.email(session, freshParticipants, isViewingRaw);
         } catch (participantError) {
           console.warn("Failed to fetch participants, sending email without them:", participantError);
-          result = await exportHandlers.email(session, undefined);
+          result = await exportHandlers.email(session, undefined, isViewingRaw);
         }
       } else if (optionId === "obsidian") {
         sessionTags.refetch();
@@ -195,6 +238,7 @@ function ShareButtonInNote() {
           sessionTagsData,
           sessionParticipantsData,
           includeTranscript,
+          isViewingRaw,
         );
       }
 
@@ -244,7 +288,7 @@ function ShareButtonInNote() {
     <Popover open={open} onOpenChange={handleOpenChange}>
       <PopoverTrigger asChild>
         <Button
-          disabled={!hasEnhancedNote}
+          disabled={!hasShareableNote}
           variant="ghost"
           size="icon"
           className={`hover:bg-neutral-200 ${open ? "bg-neutral-200" : ""}`}
@@ -260,7 +304,7 @@ function ShareButtonInNote() {
       >
         <div className="space-y-3">
           <div>
-            <h3 className="text-sm font-medium text-gray-900">Share Enhanced Note</h3>
+            <h3 className="text-sm font-medium text-gray-900">{shareTitle}</h3>
             <p className="text-xs text-gray-500">
               <button
                 onClick={() => openUrl("https://hyprnote.canny.io")}
@@ -444,11 +488,13 @@ interface ObsidianFolder {
 }
 
 const exportHandlers = {
-  copy: async (session: Session): Promise<ExportResult> => {
+  copy: async (session: Session, isViewingRaw: boolean = false): Promise<ExportResult> => {
     try {
       let textToCopy = "";
 
-      if (session.enhanced_memo_html) {
+      if (isViewingRaw && session.raw_memo_html) {
+        textToCopy = html2md(session.raw_memo_html);
+      } else if (!isViewingRaw && session.enhanced_memo_html) {
         textToCopy = html2md(session.enhanced_memo_html);
       } else if (session.raw_memo_html) {
         textToCopy = html2md(session.raw_memo_html);
@@ -464,8 +510,8 @@ const exportHandlers = {
     }
   },
 
-  pdf: async (session: Session, theme: ThemeName = "default"): Promise<ExportResult> => {
-    const path = await exportToPDF(session, theme);
+  pdf: async (session: Session, theme: ThemeName = "default", isViewingRaw: boolean = false): Promise<ExportResult> => {
+    const path = await exportToPDF(session, theme, isViewingRaw);
     if (path) {
       await message(`Meeting summary saved to your 'Downloads' folder ("${path}")`);
     }
@@ -475,10 +521,13 @@ const exportHandlers = {
   email: async (
     session: Session,
     sessionParticipants?: Array<{ full_name: string | null; email: string | null }>,
+    isViewingRaw: boolean = false,
   ): Promise<ExportResult> => {
     let bodyContent = "Here is the meeting summary: \n\n";
 
-    if (session.enhanced_memo_html) {
+    if (isViewingRaw && session.raw_memo_html) {
+      bodyContent += html2md(session.raw_memo_html);
+    } else if (!isViewingRaw && session.enhanced_memo_html) {
       bodyContent += html2md(session.enhanced_memo_html);
     } else if (session.raw_memo_html) {
       bodyContent += html2md(session.raw_memo_html);
@@ -519,6 +568,7 @@ const exportHandlers = {
     sessionTags: Tag[] | undefined,
     sessionParticipants: Array<{ full_name: string | null }> | undefined,
     includeTranscript: boolean = false,
+    isViewingRaw: boolean = false,
   ): Promise<ExportResult> => {
     const [baseFolder, apiKey, baseUrl] = await Promise.all([
       obsidianCommands.getBaseFolder(),
@@ -541,7 +591,14 @@ const exportHandlers = {
       finalPath = await join(selectedFolder, filename);
     }
 
-    let convertedMarkdown = session.enhanced_memo_html ? html2md(session.enhanced_memo_html) : "";
+    let convertedMarkdown = "";
+    if (isViewingRaw && session.raw_memo_html) {
+      convertedMarkdown = html2md(session.raw_memo_html);
+    } else if (!isViewingRaw && session.enhanced_memo_html) {
+      convertedMarkdown = html2md(session.enhanced_memo_html);
+    } else if (session.raw_memo_html) {
+      convertedMarkdown = html2md(session.raw_memo_html);
+    }
 
     // Add transcript if requested
     if (includeTranscript && session.words && session.words.length > 0) {
diff --git a/apps/desktop/src/components/toolbar/utils/pdf-export.ts b/apps/desktop/src/components/toolbar/utils/pdf-export.ts
index 851636151..43dd6e4ba 100644
--- a/apps/desktop/src/components/toolbar/utils/pdf-export.ts
+++ b/apps/desktop/src/components/toolbar/utils/pdf-export.ts
@@ -308,6 +308,7 @@ const drawVectorBullet = (
 export const exportToPDF = async (
   session: SessionData,
   themeName: ThemeName = "default",
+  isViewingRaw: boolean = false,
 ): Promise<string> => {
   const { participants, event } = await fetchSessionMetadata(session.id);
 
@@ -437,7 +438,18 @@ export const exportToPDF = async (
   pdf.line(margin, yPosition, pageWidth - margin, yPosition);
   yPosition += lineHeight;
 
-  const segments = htmlToStructuredText(session?.enhanced_memo_html || "No content available");
+  let contentHtml = "";
+  if (isViewingRaw && session?.raw_memo_html) {
+    contentHtml = session.raw_memo_html;
+  } else if (!isViewingRaw && session?.enhanced_memo_html) {
+    contentHtml = session.enhanced_memo_html;
+  } else if (session?.raw_memo_html) {
+    contentHtml = session.raw_memo_html;
+  } else {
+    contentHtml = "No content available";
+  }
+
+  const segments = htmlToStructuredText(contentHtml);
 
   for (const segment of segments) {
     if (yPosition > pageHeight - margin) {