diff --git a/server/src/services/chatService/handlers.js b/server/src/services/chatService/handlers.js
index 10513684..9cda1415 100644
--- a/server/src/services/chatService/handlers.js
+++ b/server/src/services/chatService/handlers.js
@@ -55,12 +55,11 @@ function createHandlers({ sendSystemMessage }) {
       // messages. Running the command after broadcast preserves the user-visible
       // transcript while keeping permissions and command execution entirely on
       // the server.
-      const ranCommand = await runChatTextCommand({ text: clean, socket, sendSystemMessage });
+      const ranCommand = await runChatTextCommand({ text: clean, socket });
       cb({ success: true, command: ranCommand });
       return;
     } catch (err) {
       logger.warn('Chat command failed after broadcast', { socket: socket?.id, error: err.message });
-      sendSystemMessage(`Command failed: ${err.message || 'unknown error'}`, { nickname: 'Rover bot', bot: true });
       cb({ success: true, command: true, commandError: err.message || 'Command failed' });
       return;
     }
diff --git a/server/src/services/chatService/textCommands.js b/server/src/services/chatService/textCommands.js
index 0f2dbba5..d026dc34 100644
--- a/server/src/services/chatService/textCommands.js
+++ b/server/src/services/chatService/textCommands.js
@@ -41,39 +41,11 @@ function sanitizeMentions(text) {
     .replace(/@here/gi, '[here]');
 }
 
-function embedToText(embed) {
-  const data = embed?.data || embed || {};
-  const lines = [];
-  if (data.title) lines.push(String(data.title));
-  if (data.description) lines.push(String(data.description));
-  (Array.isArray(data.fields) ? data.fields : []).forEach((field) => {
-    if (!field) return;
-    // Discord embeds have structured fields. Chat is plain text, so flattening
-    // name/value pairs keeps the command result readable without creating any
-    // new web-specific UI or payload contract.
-    lines.push(`${field.name || 'Field'}\n${field.value || ''}`.trim());
-  });
-  if (data.footer?.text) lines.push(String(data.footer.text));
-  return lines.filter(Boolean).join('\n\n');
-}
-
-function replyPayloadToText(payload) {
-  if (typeof payload === 'string') return payload;
-  if (!payload || typeof payload !== 'object') return '';
-  const parts = [];
-  if (payload.content) parts.push(String(payload.content));
-  (Array.isArray(payload.embeds) ? payload.embeds : []).forEach((embed) => {
-    const text = embedToText(embed);
-    if (text) parts.push(text);
-  });
-  return parts.join('\n\n').trim();
-}
-
 function buildRequesterLabel(socket) {
   return getNickname(socket) || socket?.data?.user?.username || socket?.id || 'unknown';
 }
 
-function createWebReplayTextCommand(socket, sendSystemMessage, replayApi) {
+function createWebReplayTextCommand(socket, replayApi) {
   return function createReplayHandler({
     rovers,
     getReplaySources: getAllReplaySources,
@@ -134,12 +106,12 @@ function createWebReplayTextCommand(socket, sendSystemMessage, replayApi) {
         },
       });
       const title = buildReplayTitle({ explicitTitle: '', sources: resolved.sources || [] });
-      sendSystemMessage(`Replay accepted: ${title}`, { nickname: 'Rover bot', bot: true });
+      await message.reply({ content: `Replay accepted: ${title}` });
     };
   };
 }
 
-function createChatCommandMessage({ socket, text, sendSystemMessage }) {
+function createChatCommandMessage({ socket, text }) {
   const nickname = buildRequesterLabel(socket);
   return {
     content: String(text || '').trim(),
@@ -152,20 +124,32 @@ function createChatCommandMessage({ socket, text, sendSystemMessage }) {
       nickname,
     },
     reply: async (payload) => {
-      const response = sanitizeMentions(replyPayloadToText(payload));
-      if (!response) return null;
-      return sendSystemMessage(response, { nickname: 'Rover bot', bot: true });
+      const replyPayload = typeof payload === 'string'
+        ? { content: sanitizeMentions(payload) }
+        : {
+            content: sanitizeMentions(payload?.content || ''),
+            options: {
+              embeds: payload?.embeds || undefined,
+              files: payload?.files || undefined,
+            },
+          };
+      // Web chat does not get a private shortcut for command results. The bot
+      // posts the Discord-shaped reply into the configured bridge channel, and
+      // the normal bridge inbound path decides how that Discord message appears
+      // in web chat.
+      publishEvent({ source: 'chatCommand', type: 'discord.bridgeSend', payload: replyPayload });
+      return null;
     },
   };
 }
 
-async function runChatTextCommand({ text, socket, sendSystemMessage }) {
+async function runChatTextCommand({ text, socket }) {
   if (!isTextCommand(text)) return false;
   // ReplayEngineV2 has startup side effects by design. Loading it lazily here
   // keeps ordinary chatService initialization from changing the service boot
   // order, while still letting `rs replay` use the existing replay pipeline.
   const replayApi = require('../replayEngineV2');
-  const message = createChatCommandMessage({ socket, text, sendSystemMessage });
+  const message = createChatCommandMessage({ socket, text });
   const commands = createCommandHandlers({
     logger: null,
     client: null,
@@ -205,13 +189,21 @@ async function runChatTextCommand({ text, socket, sendSystemMessage }) {
     isLockdownAdminUser: (id) => String(id) === String(socket.id) && isLockdownAdmin(socket),
     discordConfig,
     config,
-    createReplayTextCommand: createWebReplayTextCommand(socket, sendSystemMessage, replayApi),
+    createReplayTextCommand: createWebReplayTextCommand(socket, replayApi),
   });
 
-  // Let the shared router perform normal command permission checks. Returning
-  // true tells chatService that the text was consumed as a command and should
-  // not be broadcast as a regular user chat message.
-  await commands.handleCommand(message);
+  // Let the shared router perform normal command permission checks. Site chat
+  // has already broadcast the user's command text; any command reply is posted
+  // into Discord and returns to web chat through the ordinary bridge inbound path.
+  try {
+    await commands.handleCommand(message);
+  } catch (err) {
+    publishEvent({
+      source: 'chatCommand',
+      type: 'discord.bridgeSend',
+      payload: { content: sanitizeMentions(`Command failed: ${err.message || 'unknown error'}`) },
+    });
+  }
   return true;
 }
 
diff --git a/server/src/services/discordBotService/index.js b/server/src/services/discordBotService/index.js
index b2841cde..8a3aaad7 100644
--- a/server/src/services/discordBotService/index.js
+++ b/server/src/services/discordBotService/index.js
@@ -194,8 +194,8 @@ const integrationHandlers = integrations.register();
 
 client.on('messageCreate', async (message) => {
   try {
-    await commands.handleCommand(message);
     await integrationHandlers.handleBridgeInbound(message);
+    await commands.handleCommand(message);
   } catch (err) {
     logger.warn('Error handling Discord message', err.message);
   }
diff --git a/server/src/services/discordBotService/integrations/chatBridge.js b/server/src/services/discordBotService/integrations/chatBridge.js
index e5f7d170..f5b14102 100644
--- a/server/src/services/discordBotService/integrations/chatBridge.js
+++ b/server/src/services/discordBotService/integrations/chatBridge.js
@@ -19,6 +19,45 @@ function formatToolCallsCodeBlock(toolCalls = []) {
   return `\`\`\`txt\nTool calls:\n${rows.join('\n')}\n\`\`\``;
 }
 
+function discordPayloadToBridgeText(payload = {}) {
+  if (typeof payload === 'string') return payload;
+  if (!payload || typeof payload !== 'object') return '';
+  const parts = [];
+  if (payload.content) parts.push(String(payload.content));
+  (Array.isArray(payload.embeds) ? payload.embeds : []).forEach((embed) => {
+    const data = embed?.data || embed || {};
+    const rows = [];
+    if (data.title) rows.push(String(data.title));
+    if (data.description) rows.push(String(data.description));
+    (Array.isArray(data.fields) ? data.fields : []).forEach((field) => {
+      if (!field) return;
+      // The bridge stays straight-through for plain Discord content. Embeds are
+      // the only Discord-specific shape that web chat cannot show directly, so
+      // flatten only the readable embed text here at the bridge boundary.
+      rows.push(`${field.name || 'Field'}\n${field.value || ''}`.trim());
+    });
+    if (data.footer?.text) rows.push(String(data.footer.text));
+    if (rows.length) parts.push(rows.join('\n\n'));
+  });
+  (Array.isArray(payload.attachments) ? payload.attachments : []).forEach((attachment) => {
+    const name = attachment?.name || attachment?.filename || 'attachment';
+    const url = attachment?.url || attachment?.proxyURL || attachment?.proxyUrl || '';
+    parts.push(url ? `${name}: ${url}` : String(name));
+  });
+  return parts.join('\n\n').trim();
+}
+
+function discordMessageToBridgeText(message) {
+  const attachments = message?.attachments?.values
+    ? Array.from(message.attachments.values())
+    : [];
+  return discordPayloadToBridgeText({
+    content: message?.content || '',
+    embeds: message?.embeds || [],
+    attachments,
+  });
+}
+
 function createChatBridgeHandlers(deps) {
   const {
     logger,
@@ -26,6 +65,7 @@ function createChatBridgeHandlers(deps) {
     roverManager,
     getGuildConfig,
     listGuildConfigs,
+    sendToChannel,
     sendExternalMessage,
     sendExternalTyping,
     isAdminUser,
@@ -40,23 +80,37 @@ function createChatBridgeHandlers(deps) {
     const guildConfig = getGuildConfig(message.guild.id);
     if (!guildConfig?.channelId) return;
     if (String(message.channelId) !== String(guildConfig.channelId)) return;
-    if (message.author.bot) return;
+    if (message.webhookId) return;
+    const isRoverBotMessage = message.author?.bot && client.user?.id && String(message.author.id) === String(client.user.id);
+    if (message.author.bot && !isRoverBotMessage) return;
     const content = (message.content || '').trim();
-    const lower = content.toLowerCase();
-    if (lower.startsWith('rs') || lower === 'ts' || lower.startsWith('ts ')) return;
+    const bridgedText = isRoverBotMessage ? discordMessageToBridgeText(message) : content;
+    if (!bridgedText.trim()) return;
 
-    const nickname = message.member?.nickname || message.author?.globalName || message.author?.username || 'Discord';
+    const nickname = isRoverBotMessage
+      ? client.user?.username || 'Rover bot'
+      : message.member?.nickname || message.author?.globalName || message.author?.username || 'Discord';
     const role = isAdminUser(message.author.id) ? 'admin' : 'user';
     const guildIconUrl = message.guild.iconURL?.({ extension: 'png', size: 64 }) || null;
     const userAvatarUrl = message.author.displayAvatarURL?.({ extension: 'png', size: 64 }) || null;
 
     try {
-      sendExternalMessage({ text: content, nickname, role, roverId: null, discordGuildId: message.guild.id, discordGuildName: message.guild.name, discordGuildIconUrl: guildIconUrl, discordChannelId: message.channelId, discordUserId: message.author?.id || null, discordUserName: message.author?.globalName || message.author?.username || null, discordUserAvatarUrl: userAvatarUrl });
+      sendExternalMessage({ text: bridgedText, nickname, role, roverId: null, discordGuildId: message.guild.id, discordGuildName: message.guild.name, discordGuildIconUrl: guildIconUrl, discordChannelId: message.channelId, discordUserId: message.author?.id || null, discordUserName: message.author?.globalName || message.author?.username || null, discordUserAvatarUrl: userAvatarUrl, bot: isRoverBotMessage, profileImage: isRoverBotMessage ? userAvatarUrl : null });
     } catch (err) {
       logger.warn('Failed to bridge inbound Discord chat', err.message);
     }
   }
 
+  async function handleBridgeSendRequest(event) {
+    const payload = event?.payload || {};
+    const guildConfigs = listGuildConfigs();
+    if (!guildConfigs.length) return;
+    await Promise.all(guildConfigs.map(async (entry) => {
+      if (!entry?.channelId) return;
+      await sendToChannel(entry.channelId, payload.content || '', payload.options || {}, { parse: [] }, false);
+    }));
+  }
+
   function handleChatBridgeOutbound(event) {
     const payload = event?.payload;
     if (!payload) return;
@@ -130,7 +184,11 @@ function createChatBridgeHandlers(deps) {
     handleChatBridgeOutbound,
     handleChatTypingOutbound,
     handleDiscordTypingStart,
+    handleBridgeSendRequest,
   };
 }
 
-module.exports = { createChatBridgeHandlers };
+module.exports = {
+  createChatBridgeHandlers,
+  discordPayloadToBridgeText,
+};
diff --git a/server/src/services/discordBotService/integrations/index.js b/server/src/services/discordBotService/integrations/index.js
index 603e2c4e..22b3c464 100644
--- a/server/src/services/discordBotService/integrations/index.js
+++ b/server/src/services/discordBotService/integrations/index.js
@@ -39,6 +39,7 @@ function createIntegrations(deps) {
     subscribe('privateRoverAccess.requested', dm.sendPrivateRoverAccessRequestDms);
     subscribe('chat:message', chat.handleChatBridgeOutbound);
     subscribe('chat:typing', chat.handleChatTypingOutbound);
+    subscribe('discord.bridgeSend', chat.handleBridgeSendRequest);
 
     return {
       handleBridgeInbound: chat.handleBridgeInbound,