diff --git a/app/javascript/dashboard/components/widgets/conversation/ConversationCard.vue b/app/javascript/dashboard/components/widgets/conversation/ConversationCard.vue
index 5093e5c4b..cff40f2aa 100644
--- a/app/javascript/dashboard/components/widgets/conversation/ConversationCard.vue
+++ b/app/javascript/dashboard/components/widgets/conversation/ConversationCard.vue
@@ -1,6 +1,7 @@
 <script setup>
 import { computed, ref } from 'vue';
 import { useRouter } from 'vue-router';
+import { useI18n } from 'vue-i18n';
 import { useStore, useMapGetter } from 'dashboard/composables/store';
 import { getLastMessage } from 'dashboard/helper/conversationHelper';
 import { frontendURL, conversationUrl } from 'dashboard/helper/URLHelper';
@@ -14,6 +15,8 @@ import PriorityMark from './PriorityMark.vue';
 import SLACardLabel from './components/SLACardLabel.vue';
 import ContextMenu from 'dashboard/components/ui/ContextMenu.vue';
 import VoiceCallStatus from './VoiceCallStatus.vue';
+import ConversationSummary from './ConversationSummary.vue';
+import Spinner from 'dashboard/components-next/spinner/Spinner.vue';
 
 const props = defineProps({
   activeLabel: { type: String, default: '' },
@@ -46,8 +49,10 @@ const emit = defineEmits([
 
 const router = useRouter();
 const store = useStore();
+const { t } = useI18n();
 
 const hovered = ref(false);
+const summaryRef = ref(null);
 const showContextMenu = ref(false);
 const contextMenu = ref({
   x: null,
@@ -344,12 +349,15 @@ const deleteConversation = () => {
         class="absolute flex flex-col ltr:right-3 rtl:left-3"
         :class="showMetaSection ? 'top-8' : 'top-4'"
       >
-        <span class="ml-auto font-normal leading-4 text-xxs">
-          <TimeAgo
-            :last-activity-timestamp="chat.timestamp"
-            :created-at-timestamp="chat.created_at"
-          />
-        </span>
+        <div class="flex items-center gap-1 ml-auto">
+          <ConversationSummary ref="summaryRef" :conversation-id="chat.id" />
+          <span class="font-normal leading-4 text-xxs">
+            <TimeAgo
+              :last-activity-timestamp="chat.timestamp"
+              :created-at-timestamp="chat.created_at"
+            />
+          </span>
+        </div>
         <span
           class="shadow-lg rounded-full text-xxs font-semibold h-4 leading-4 ltr:ml-auto rtl:mr-auto mt-1 min-w-[1rem] px-1 py-0 text-center text-white bg-n-teal-9"
           :class="hasUnread ? 'block' : 'hidden'"
@@ -366,6 +374,26 @@ const deleteConversation = () => {
           <SLACardLabel :chat="chat" class="ltr:mr-1 rtl:ml-1" />
         </template>
       </CardLabels>
+      <!-- Expanded Summary Section -->
+      <div
+        v-if="summaryRef?.isExpanded"
+        class="mt-2 mx-2 mb-1 p-3 bg-n-alpha-1 dark:bg-n-alpha-2 rounded-lg"
+      >
+        <div v-if="summaryRef?.isLoading" class="flex items-center gap-2">
+          <Spinner :size="16" class="text-n-slate-10" />
+          <span class="text-xs text-n-slate-11">
+            {{ t('CHAT_LIST.SUMMARY.LOADING') }}
+          </span>
+        </div>
+        <div v-else-if="summaryRef?.error" class="text-xs text-n-ruby-11">
+          {{ summaryRef.error }}
+        </div>
+        <div
+          v-else-if="summaryRef?.formattedSummary"
+          class="text-xs text-n-slate-11 [&_ul]:list-disc [&_ul]:pl-4 [&_ol]:list-decimal [&_ol]:pl-4 [&_li]:my-0.5 [&_p]:my-1 [&_p:first-child]:mt-0 [&_p:last-child]:mb-0 [&_strong]:text-n-slate-12"
+          v-html="summaryRef.formattedSummary"
+        />
+      </div>
     </div>
     <ContextMenu
       v-if="showContextMenu"
diff --git a/app/javascript/dashboard/components/widgets/conversation/ConversationSummary.vue b/app/javascript/dashboard/components/widgets/conversation/ConversationSummary.vue
new file mode 100644
index 000000000..c23db5529
--- /dev/null
+++ b/app/javascript/dashboard/components/widgets/conversation/ConversationSummary.vue
@@ -0,0 +1,90 @@
+<script setup>
+import { ref, computed } from 'vue';
+import { useI18n } from 'vue-i18n';
+import { useAccount } from 'dashboard/composables/useAccount';
+import { useMessageFormatter } from 'shared/composables/useMessageFormatter';
+import { FEATURE_FLAGS } from 'dashboard/featureFlags';
+import TasksAPI from 'dashboard/api/captain/tasks';
+import Button from 'dashboard/components-next/button/Button.vue';
+
+const props = defineProps({
+  conversationId: {
+    type: [Number, String],
+    required: true,
+  },
+});
+
+const { t } = useI18n();
+const { isCloudFeatureEnabled } = useAccount();
+const { formatMessage } = useMessageFormatter();
+
+const isExpanded = ref(false);
+const isLoading = ref(false);
+const summary = ref('');
+const error = ref('');
+
+const captainTasksEnabled = computed(() => {
+  return isCloudFeatureEnabled(FEATURE_FLAGS.CAPTAIN_TASKS);
+});
+
+const formattedSummary = computed(() => {
+  return summary.value ? formatMessage(summary.value) : '';
+});
+
+const fetchSummary = async () => {
+  isLoading.value = true;
+  error.value = '';
+  try {
+    const result = await TasksAPI.summarize(props.conversationId);
+    const {
+      data: { message: generatedMessage },
+    } = result;
+    summary.value = generatedMessage || '';
+  } catch (e) {
+    if (e.name !== 'AbortError' && e.name !== 'CanceledError') {
+      error.value = e.response?.data?.error || t('CHAT_LIST.SUMMARY.ERROR');
+    }
+  } finally {
+    isLoading.value = false;
+  }
+};
+
+const toggleSummary = async () => {
+  if (isExpanded.value) {
+    isExpanded.value = false;
+    return;
+  }
+  isExpanded.value = true;
+  if (!summary.value && !error.value) {
+    await fetchSummary();
+  }
+};
+
+const onButtonClick = e => {
+  e.stopPropagation();
+  toggleSummary();
+};
+
+defineExpose({
+  isExpanded,
+  isLoading,
+  summary,
+  error,
+  formattedSummary,
+  captainTasksEnabled,
+});
+</script>
+
+<template>
+  <Button
+    v-if="captainTasksEnabled"
+    icon="i-material-symbols-auto-awesome"
+    slate
+    ghost
+    xs
+    :title="t('CHAT_LIST.SUMMARY.TITLE')"
+    class="opacity-0 group-hover:opacity-100 transition-opacity"
+    :class="{ '!opacity-100': isExpanded }"
+    @click="onButtonClick"
+  />
+</template>
diff --git a/app/javascript/dashboard/composables/useUISettings.js b/app/javascript/dashboard/composables/useUISettings.js
index 9f1943414..7e3d7ba27 100644
--- a/app/javascript/dashboard/composables/useUISettings.js
+++ b/app/javascript/dashboard/composables/useUISettings.js
@@ -2,6 +2,7 @@ import { computed } from 'vue';
 import { useStore, useStoreGetters } from 'dashboard/composables/store';
 
 export const DEFAULT_CONVERSATION_SIDEBAR_ITEMS_ORDER = Object.freeze([
+  { name: 'conversation_summary' },
   { name: 'conversation_actions' },
   { name: 'macros' },
   { name: 'conversation_info' },
diff --git a/app/javascript/dashboard/i18n/locale/en/chatlist.json b/app/javascript/dashboard/i18n/locale/en/chatlist.json
index 92e67635b..b12dbb2b8 100644
--- a/app/javascript/dashboard/i18n/locale/en/chatlist.json
+++ b/app/javascript/dashboard/i18n/locale/en/chatlist.json
@@ -137,6 +137,11 @@
     "HIDE_QUOTED_TEXT": "Hide Quoted Text",
     "SHOW_QUOTED_TEXT": "Show Quoted Text",
     "MESSAGE_READ": "Read",
-    "SENDING": "Sending"
+    "SENDING": "Sending",
+    "SUMMARY": {
+      "TITLE": "Generate Summary",
+      "LOADING": "Generating summary...",
+      "ERROR": "Failed to generate summary"
+    }
   }
 }
diff --git a/app/javascript/dashboard/i18n/locale/en/conversation.json b/app/javascript/dashboard/i18n/locale/en/conversation.json
index 010c8c171..67a17e989 100644
--- a/app/javascript/dashboard/i18n/locale/en/conversation.json
+++ b/app/javascript/dashboard/i18n/locale/en/conversation.json
@@ -347,6 +347,7 @@
       "CONVERSATION_ACTIONS": "Conversation Actions",
       "CONVERSATION_LABELS": "Conversation Labels",
       "CONVERSATION_INFO": "Conversation Information",
+      "CONVERSATION_SUMMARY": "AI Summary",
       "CONTACT_NOTES": "Contact Notes",
       "CONTACT_ATTRIBUTES": "Contact Attributes",
       "PREVIOUS_CONVERSATION": "Previous Conversations",
@@ -354,6 +355,14 @@
       "LINEAR_ISSUES": "Linked Linear Issues",
       "SHOPIFY_ORDERS": "Shopify Orders"
     },
+    "SUMMARY": {
+      "DESCRIPTION": "Generate an AI-powered summary of this conversation",
+      "GENERATE": "Generate Summary",
+      "REGENERATE": "Regenerate",
+      "RETRY": "Retry",
+      "ERROR": "Failed to generate summary",
+      "EMPTY": "No summary available"
+    },
     "SHOPIFY": {
       "ORDER_ID": "Order #{id}",
       "ERROR": "Error loading orders",
diff --git a/app/javascript/dashboard/routes/dashboard/conversation/ContactPanel.vue b/app/javascript/dashboard/routes/dashboard/conversation/ContactPanel.vue
index b163bfdc8..839848a50 100644
--- a/app/javascript/dashboard/routes/dashboard/conversation/ContactPanel.vue
+++ b/app/javascript/dashboard/routes/dashboard/conversation/ContactPanel.vue
@@ -13,6 +13,7 @@ import AccordionItem from 'dashboard/components/Accordion/AccordionItem.vue';
 import ContactConversations from './ContactConversations.vue';
 import ConversationAction from './ConversationAction.vue';
 import ConversationParticipant from './ConversationParticipant.vue';
+import ConversationSummary from './ConversationSummary.vue';
 import ContactInfo from './contact/ContactInfo.vue';
 import ContactNotes from './contact/ContactNotes.vue';
 import ConversationInfo from './ConversationInfo.vue';
@@ -44,6 +45,7 @@ const {
 
 const dragging = ref(false);
 const conversationSidebarItems = ref([]);
+const summaryRef = ref(null);
 
 const shopifyIntegration = useFunctionGetter(
   'integrations/getIntegration',
@@ -60,6 +62,10 @@ const isLinearFeatureEnabled = computed(() =>
   isCloudFeatureEnabled(FEATURE_FLAGS.LINEAR)
 );
 
+const isCaptainTasksEnabled = computed(() =>
+  isCloudFeatureEnabled(FEATURE_FLAGS.CAPTAIN_TASKS)
+);
+
 const linearIntegration = useFunctionGetter(
   'integrations/getIntegration',
   'linear'
@@ -150,7 +156,31 @@ onMounted(() => {
       >
         <template #item="{ element }">
           <div
-            v-if="element.name === 'conversation_actions'"
+            v-if="
+              element.name === 'conversation_summary' && isCaptainTasksEnabled
+            "
+          >
+            <AccordionItem
+              :title="$t('CONVERSATION_SIDEBAR.ACCORDION.CONVERSATION_SUMMARY')"
+              :is-open="isContactSidebarItemOpen('is_conv_summary_open')"
+              compact
+              @toggle="
+                value => {
+                  toggleSidebarUIState('is_conv_summary_open', value);
+                  if (value && summaryRef) {
+                    summaryRef.fetchSummary();
+                  }
+                }
+              "
+            >
+              <ConversationSummary
+                ref="summaryRef"
+                :conversation-id="conversationId"
+              />
+            </AccordionItem>
+          </div>
+          <div
+            v-else-if="element.name === 'conversation_actions'"
             class="conversation--actions"
           >
             <AccordionItem
diff --git a/app/javascript/dashboard/routes/dashboard/conversation/ConversationSummary.vue b/app/javascript/dashboard/routes/dashboard/conversation/ConversationSummary.vue
new file mode 100644
index 000000000..cec253f1c
--- /dev/null
+++ b/app/javascript/dashboard/routes/dashboard/conversation/ConversationSummary.vue
@@ -0,0 +1,150 @@
+<script setup>
+import { ref, computed, watch } from 'vue';
+import { useI18n } from 'vue-i18n';
+import { useAccount } from 'dashboard/composables/useAccount';
+import { useMessageFormatter } from 'shared/composables/useMessageFormatter';
+import { FEATURE_FLAGS } from 'dashboard/featureFlags';
+import TasksAPI from 'dashboard/api/captain/tasks';
+import Button from 'dashboard/components-next/button/Button.vue';
+import Spinner from 'dashboard/components-next/spinner/Spinner.vue';
+
+const props = defineProps({
+  conversationId: {
+    type: [Number, String],
+    required: true,
+  },
+});
+
+const { t } = useI18n();
+const { isCloudFeatureEnabled } = useAccount();
+const { formatMessage } = useMessageFormatter();
+
+const isLoading = ref(false);
+const summary = ref('');
+const error = ref('');
+const hasFetched = ref(false);
+
+const captainTasksEnabled = computed(() => {
+  return isCloudFeatureEnabled(FEATURE_FLAGS.CAPTAIN_TASKS);
+});
+
+const formattedSummary = computed(() => {
+  return summary.value ? formatMessage(summary.value) : '';
+});
+
+const fetchSummary = async () => {
+  if (!captainTasksEnabled.value || hasFetched.value) return;
+
+  isLoading.value = true;
+  error.value = '';
+  hasFetched.value = true;
+
+  try {
+    const result = await TasksAPI.summarize(props.conversationId);
+    const {
+      data: { message: generatedMessage },
+    } = result;
+    summary.value = generatedMessage || '';
+  } catch (e) {
+    if (e.name !== 'AbortError' && e.name !== 'CanceledError') {
+      error.value =
+        e.response?.data?.error || t('CONVERSATION_SIDEBAR.SUMMARY.ERROR');
+    }
+  } finally {
+    isLoading.value = false;
+  }
+};
+
+const refetch = () => {
+  hasFetched.value = false;
+  summary.value = '';
+  error.value = '';
+  fetchSummary();
+};
+
+watch(
+  () => props.conversationId,
+  () => {
+    hasFetched.value = false;
+    summary.value = '';
+    error.value = '';
+  }
+);
+
+defineExpose({
+  fetchSummary,
+  captainTasksEnabled,
+});
+</script>
+
+<template>
+  <div v-if="captainTasksEnabled" class="p-3">
+    <div v-if="isLoading" class="flex items-center justify-center py-4">
+      <Spinner :size="20" class="text-n-slate-10" />
+    </div>
+
+    <div v-else-if="error" class="text-sm text-n-ruby-11">
+      {{ error }}
+      <Button
+        :label="t('CONVERSATION_SIDEBAR.SUMMARY.RETRY')"
+        size="sm"
+        variant="link"
+        class="ml-2"
+        @click="refetch"
+      />
+    </div>
+
+    <div v-else-if="!hasFetched" class="flex flex-col items-center gap-3 py-2">
+      <p class="text-sm text-n-slate-11 text-center mb-0">
+        {{ t('CONVERSATION_SIDEBAR.SUMMARY.DESCRIPTION') }}
+      </p>
+      <Button
+        :label="t('CONVERSATION_SIDEBAR.SUMMARY.GENERATE')"
+        icon="i-material-symbols-auto-awesome"
+        size="sm"
+        @click="fetchSummary"
+      />
+    </div>
+
+    <div
+      v-else-if="summary"
+      class="summary-content text-sm text-n-slate-11 animate-fade-in [&_ul]:list-disc [&_ul]:pl-4 [&_ol]:list-decimal [&_ol]:pl-4 [&_li]:my-1 [&_p]:my-2 [&_p:first-child]:mt-0 [&_p:last-child]:mb-0 [&_strong]:text-n-slate-12"
+      v-html="formattedSummary"
+    />
+
+    <div v-else class="text-sm text-n-slate-11 py-2">
+      {{ t('CONVERSATION_SIDEBAR.SUMMARY.EMPTY') }}
+    </div>
+
+    <div
+      v-if="hasFetched && !isLoading && !error"
+      class="mt-3 pt-3 border-t border-n-weak"
+    >
+      <Button
+        :label="t('CONVERSATION_SIDEBAR.SUMMARY.REGENERATE')"
+        icon="i-lucide-refresh-cw"
+        size="sm"
+        variant="faded"
+        color="slate"
+        @click="refetch"
+      />
+    </div>
+  </div>
+</template>
+
+<style scoped>
+.animate-fade-in {
+  animation: fadeIn 0.3s ease-in-out;
+}
+
+@keyframes fadeIn {
+  from {
+    opacity: 0;
+    transform: translateY(-4px);
+  }
+  to {
+    opacity: 1;
+    transform: translateY(0);
+  }
+}
+</style>
diff --git a/lib/integrations/openai/openai_prompts/summary.liquid b/lib/integrations/openai/openai_prompts/summary.liquid
index 4ec5ffd5b..3b73ca5ed 100644
--- a/lib/integrations/openai/openai_prompts/summary.liquid
+++ b/lib/integrations/openai/openai_prompts/summary.liquid
@@ -1,28 +1,33 @@
-As an AI-powered summarization tool, your task is to condense lengthy interactions between customer support agents and customers into brief, digestible summaries. The objective of these summaries is to provide a quick overview, enabling any agent, even those without prior context, to grasp the essence of the conversation promptly.
+<prompt>
+  <role>Support analyst</role>
 
-Make sure you strongly adhere to the following rules when generating the summary
+  <task>Extract the CURRENT STATE, not the conversation history.</task>
 
-1. Be brief and concise. The shorter the summary the better.
-2. Aim to summarize the conversation in approximately 200 words, formatted as multiple small paragraphs that are easier to read.
-3. Describe the customer intent in around 50 words.
-4. Remove information that is not directly relevant to the customer's problem or the agent's solution. For example, personal anecdotes, small talk, etc.
-5. Don't include segments of the conversation that didn't contribute meaningful content, like greetings or farewell.
-6. The 'Action Items' should be a bullet list, arranged in order of priority if possible.
-7. 'Action Items' should strictly encapsulate tasks committed to by the agent or left incomplete. Any suggestions made by the agent should not be included.
-8. The 'Action Items' should be brief and concise
-9. Mark important words or parts of sentences as bold.
-10. Apply markdown syntax to format any included code, using backticks.
-11. Include a section for "Follow-up Items" or "Open Questions" if there are any unresolved issues or outstanding questions.
-12. If any section does not have any content, remove that section and the heading from the response
-13. Do not insert your own opinions about the conversation.
+  <what_to_output>
+    - What is the customer's problem or request?
+    - What is unresolved or pending?
+    - Key details needed to help (IDs, errors, configs)
+  </what_to_output>
 
+  <forbidden>
+    - DO NOT narrate the conversation ("Customer said", "Agent replied", "User asked")
+    - DO NOT list sequence of events
+    - DO NOT describe what's missing or absent
+    - DO NOT include greetings, thanks, or pleasantries
+    - DO NOT add meta-commentary
+  </forbidden>
 
-Reply in the user's language, as a markdown of the following format.
+  <format>
+    - 1 to 3 bullets maximum
+    - Direct statements about the situation
+    - Bold important details
+    - Same language as conversation
+  </format>
 
-**Customer Intent**
-
-**Conversation Summary**
-
-**Action Items**
-
-**Follow-up Items**
+  <examples>
+    <good>**Billing issue**: Customer charged twice for order #12345, wants refund</good>
+    <good>**Password reset** not working - tried 3 times, no email received</good>
+    <bad>Customer contacted support about billing. Agent asked for order number. Customer provided #12345.</bad>
+    <bad>No specific problem identified from the messages.</bad>
+  </examples>
+</prompt>