diff --git a/frontend/components/wrapped/cards/Card01CyberSchedule.vue b/frontend/components/wrapped/cards/Card01CyberSchedule.vue
index cebd5a5..2ed43ea 100644
--- a/frontend/components/wrapped/cards/Card01CyberSchedule.vue
+++ b/frontend/components/wrapped/cards/Card01CyberSchedule.vue
@@ -62,21 +62,116 @@
             <span class="wrapped-number text-[#07C160] font-semibold">{{ pad2(mostActiveHour) }}</span>:00
             最活跃
           </template>
+
+          <!-- 最早最晚消息描述（按一天中的时刻） -->
+          <template v-if="earliestSent && latestSent && totalMessages > 0">
+            <template v-if="sameMomentTarget">
+              最先想起的是「<span class="wrapped-number text-[#07C160] font-semibold">{{ earliestSent.displayName }}</span>」，
+              最后放不下的也还是「<span class="wrapped-number text-[#07C160] font-semibold">{{ earliestSent.displayName }}</span>」。
+            </template>
+            <template v-else>
+              <template v-if="sameMomentDate">
+                在 {{ earliestDateLabel }}，最早的一条发给了「<span class="wrapped-number text-[#07C160] font-semibold">{{ earliestSent.displayName }}</span>」，
+                最晚的一条发给了「<span class="wrapped-number text-[#07C160] font-semibold">{{ latestSent.displayName }}</span>」。
+              </template>
+              <template v-else-if="!hasMomentDates">
+                最早的一条发给了
+                <span class="wrapped-number text-[#07C160] font-semibold">{{ earliestSent.displayName }}</span>，
+                最晚的一条发给了
+                <span class="wrapped-number text-[#07C160] font-semibold">{{ latestSent.displayName }}</span>。
+              </template>
+              <template v-else-if="momentVariant === 0">
+                最早的一条（{{ earliestDateLabel }}）发给了「<span class="wrapped-number text-[#07C160] font-semibold">{{ earliestSent.displayName }}</span>」，
+                最晚的一条（{{ latestDateLabel }}）发给了「<span class="wrapped-number text-[#07C160] font-semibold">{{ latestSent.displayName }}</span>」。
+              </template>
+              <template v-else-if="momentVariant === 1">
+                最早的收件人是「<span class="wrapped-number text-[#07C160] font-semibold">{{ earliestSent.displayName }}</span>」（{{ earliestDateLabel }}），
+                最晚的收件人是「<span class="wrapped-number text-[#07C160] font-semibold">{{ latestSent.displayName }}</span>」（{{ latestDateLabel }}）。
+              </template>
+              <template v-else-if="momentVariant === 2">
+                在 {{ earliestDateLabel }}，你把消息发给了「<span class="wrapped-number text-[#07C160] font-semibold">{{ earliestSent.displayName }}</span>」；
+                在 {{ latestDateLabel }}，你又发给了「<span class="wrapped-number text-[#07C160] font-semibold">{{ latestSent.displayName }}</span>」。
+              </template>
+              <template v-else-if="momentVariant === 3">
+                最早与最晚，分别写给了「<span class="wrapped-number text-[#07C160] font-semibold">{{ earliestSent.displayName }}</span>」（{{ earliestDateLabel }}）
+                和「<span class="wrapped-number text-[#07C160] font-semibold">{{ latestSent.displayName }}</span>」（{{ latestDateLabel }}）。
+              </template>
+              <template v-else>
+                最早的一条落在 {{ earliestDateLabel }}，发给了「<span class="wrapped-number text-[#07C160] font-semibold">{{ earliestSent.displayName }}</span>」；
+                最晚的一条落在 {{ latestDateLabel }}，发给了「<span class="wrapped-number text-[#07C160] font-semibold">{{ latestSent.displayName }}</span>」。
+              </template>
+            </template>
+          </template>
+        </p>
+
+        <!-- 今年第一条/最后一条消息（按日期时间戳） -->
+        <p v-if="yearFirstSent && totalMessages > 0" class="mt-2">
+          今年的第一条消息（<span class="wrapped-number text-[#07C160] font-semibold">{{ yearFirstDateLabel }} {{ yearFirstSent.time }}</span>）发给了
+          <img
+            v-if="yearFirstSent.avatarUrl"
+            :src="yearFirstSent.avatarUrl"
+            :alt="yearFirstSent.displayName"
+            class="inline-block w-5 h-5 rounded align-middle mx-0.5"
+          /><span class="wrapped-number text-[#07C160] font-semibold">{{ yearFirstSent.displayName }}</span>：「{{ yearFirstSent.content || '...' }}」<template v-if="yearLastSent">；
+          最后一条消息（<span class="wrapped-number text-[#07C160] font-semibold">{{ yearLastDateLabel }} {{ yearLastSent.time }}</span>）发给了
+          <img
+            v-if="yearLastSent.avatarUrl"
+            :src="yearLastSent.avatarUrl"
+            :alt="yearLastSent.displayName"
+            class="inline-block w-5 h-5 rounded align-middle mx-0.5"
+          /><span class="wrapped-number text-[#07C160] font-semibold">{{ yearLastSent.displayName }}</span>：「{{ yearLastSent.content || '...' }}」</template>。
+          <template v-if="sameYearTarget">
+            <span class="text-[#7F7F7F]">——从年初到年末，始终如一。</span>
+          </template>
         </p>
       </div>
     </template>
 
-    <WeekdayHourHeatmap
-      :weekday-labels="card.data?.weekdayLabels"
-      :hour-labels="card.data?.hourLabels"
-      :matrix="card.data?.matrix"
-      :total-messages="card.data?.totalMessages || 0"
-    />
+    <!-- 内容区域：上下布局 -->
+    <div class="flex flex-col gap-4">
+      <!-- 上部：两个聊天回放水平排列 -->
+      <div v-if="earliestSent || latestSent" class="grid grid-cols-1 sm:grid-cols-2 gap-4">
+        <ChatReplayAnimation
+          v-if="earliestSent"
+          :time="earliestSent.time"
+          :date="earliestSent.date"
+          :display-name="earliestSent.displayName"
+          :masked-name="earliestSent.maskedName"
+          :avatar-url="earliestSent.avatarUrl"
+          :content="earliestSent.content"
+          label="最早的一条"
+          :delay="0"
+        />
+
+        <ChatReplayAnimation
+          v-if="latestSent"
+          :time="latestSent.time"
+          :date="latestSent.date"
+          :display-name="latestSent.displayName"
+          :masked-name="latestSent.maskedName"
+          :avatar-url="latestSent.avatarUrl"
+          :content="latestSent.content"
+          label="最晚的一条"
+          :delay="600"
+        />
+      </div>
+
+      <!-- 下部：热力图全宽 -->
+      <div class="w-full">
+        <WeekdayHourHeatmap
+          :weekday-labels="card.data?.weekdayLabels"
+          :hour-labels="card.data?.hourLabels"
+          :matrix="card.data?.matrix"
+          :total-messages="card.data?.totalMessages || 0"
+        />
+      </div>
+    </div>
   </WrappedCardShell>
 </template>
 
 <script setup>
 import { computed } from 'vue'
+import ChatReplayAnimation from '~/components/wrapped/visualizations/ChatReplayAnimation.vue'
 
 const props = defineProps({
   card: { type: Object, required: true },
@@ -98,6 +193,87 @@ const matrix = computed(() => {
 
 const totalMessages = computed(() => Number(props.card?.data?.totalMessages || 0))
 
+
+const earliestSent = computed(() => {
+  const o = props.card?.data?.earliestSent
+  return o && typeof o === 'object' && typeof o.displayName === 'string' ? o : null
+})
+
+const latestSent = computed(() => {
+  const o = props.card?.data?.latestSent
+  return o && typeof o === 'object' && typeof o.displayName === 'string' ? o : null
+})
+
+const _formatDateLabel = (ymd) => {
+  const s = String(ymd || '').trim()
+  const m = s.match(/^(\d{4})-(\d{2})-(\d{2})/)
+  if (!m) return s
+  const mm = String(Number(m[2]))
+  const dd = String(Number(m[3]))
+  return `${mm}月${dd}日`
+}
+
+const earliestDateLabel = computed(() => _formatDateLabel(earliestSent.value?.date))
+const latestDateLabel = computed(() => _formatDateLabel(latestSent.value?.date))
+const hasMomentDates = computed(() => Boolean(earliestDateLabel.value && latestDateLabel.value))
+const sameMomentDate = computed(() => hasMomentDates.value && earliestDateLabel.value === latestDateLabel.value)
+
+const sameMomentTarget = computed(() => {
+  const a = earliestSent.value
+  const b = latestSent.value
+  if (!a || !b) return false
+
+  const ua = String(a.username || '').trim()
+  const ub = String(b.username || '').trim()
+  if (ua && ub) return ua === ub
+
+  // Fallback: compare display names if username missing.
+  const da = String(a.displayName || '').trim()
+  const db = String(b.displayName || '').trim()
+  return !!da && !!db && da === db
+})
+
+const momentVariant = computed(() => {
+  const a = earliestSent.value
+  const b = latestSent.value
+  if (!a || !b) return 0
+
+  const t0 = Number(a.timestamp || 0)
+  const t1 = Number(b.timestamp || 0)
+  const seed = (Number.isFinite(t0) ? t0 : 0) ^ (Number.isFinite(t1) ? t1 : 0) ^ 0x9e3779b9
+  // 5 variants (0..4)
+  return Math.abs(seed) % 5
+})
+
+// 今年第一条/最后一条消息（按日期时间戳排序）
+const yearFirstSent = computed(() => {
+  const o = props.card?.data?.yearFirstSent
+  return o && typeof o === 'object' && typeof o.displayName === 'string' ? o : null
+})
+
+const yearLastSent = computed(() => {
+  const o = props.card?.data?.yearLastSent
+  return o && typeof o === 'object' && typeof o.displayName === 'string' ? o : null
+})
+
+const yearFirstDateLabel = computed(() => _formatDateLabel(yearFirstSent.value?.date))
+const yearLastDateLabel = computed(() => _formatDateLabel(yearLastSent.value?.date))
+
+const sameYearTarget = computed(() => {
+  const a = yearFirstSent.value
+  const b = yearLastSent.value
+  if (!a || !b) return false
+
+  const ua = String(a.username || '').trim()
+  const ub = String(b.username || '').trim()
+  if (ua && ub) return ua === ub
+
+  // Fallback: compare display names if username missing.
+  const da = String(a.displayName || '').trim()
+  const db = String(b.displayName || '').trim()
+  return !!da && !!db && da === db
+})
+
 const mostActiveHour = computed(() => {
   if (!matrix.value || !Array.isArray(matrix.value) || matrix.value.length < 7) return null
 
diff --git a/frontend/components/wrapped/visualizations/WeekdayHourHeatmap.vue b/frontend/components/wrapped/visualizations/WeekdayHourHeatmap.vue
index eefa643..5e9df16 100644
--- a/frontend/components/wrapped/visualizations/WeekdayHourHeatmap.vue
+++ b/frontend/components/wrapped/visualizations/WeekdayHourHeatmap.vue
@@ -8,7 +8,8 @@
     </div>
 
     <div class="mt-4 overflow-x-auto" data-wrapped-scroll-x>
-      <div class="min-w-[720px]">
+      <!-- Keep original style, but slightly shrink the overall grid width (thus shrinking cells). -->
+      <div class="min-w-[520px] max-w-[600px] mx-auto">
         <div class="grid gap-[3px] [grid-template-columns:24px_1fr] text-[11px] text-[#00000066] mb-2">
           <div></div>
           <div class="grid gap-[3px] [grid-template-columns:repeat(24,minmax(0,1fr))]">
diff --git a/src/wechat_decrypt_tool/wrapped/cards/card_01_cyber_schedule.py b/src/wechat_decrypt_tool/wrapped/cards/card_01_cyber_schedule.py
index 1247cfc..a4704f0 100644
--- a/src/wechat_decrypt_tool/wrapped/cards/card_01_cyber_schedule.py
+++ b/src/wechat_decrypt_tool/wrapped/cards/card_01_cyber_schedule.py
@@ -1,14 +1,24 @@
 from __future__ import annotations
 
+import hashlib
+import re
 import sqlite3
 import time
 from dataclasses import dataclass
 from datetime import datetime
 from pathlib import Path
-from typing import Any
+from typing import Any, Optional
 
 from ...chat_search_index import get_chat_search_index_db_path
-from ...chat_helpers import _iter_message_db_paths, _quote_ident
+from ...chat_helpers import (
+    _build_avatar_url,
+    _iter_message_db_paths,
+    _load_contact_rows,
+    _pick_avatar_url,
+    _pick_display_name,
+    _quote_ident,
+    _row_to_search_hit,
+)
 from ...logging_config import get_logger
 
 logger = get_logger(__name__)
@@ -17,6 +27,8 @@ logger = get_logger(__name__)
 _WEEKDAY_LABELS_ZH = ["周一", "周二", "周三", "周四", "周五", "周六", "周日"]
 _HOUR_LABELS = [f"{h:02d}" for h in range(24)]
 
+_MD5_HEX_RE = re.compile(r"(?i)[0-9a-f]{32}")
+
 
 @dataclass(frozen=True)
 class WeekdayHourHeatmap:
@@ -26,6 +38,18 @@ class WeekdayHourHeatmap:
     total_messages: int
 
 
+@dataclass(frozen=True)
+class _SentMomentRef:
+    """Lightweight reference to a sent message (for earliest/latest moment extraction)."""
+
+    ts: int
+    score: int
+    username: str
+    db_stem: str
+    table_name: str
+    local_id: int
+
+
 def _get_time_personality(hour: int) -> str:
     if 5 <= hour <= 8:
         return "early_bird"
@@ -81,6 +105,638 @@ def _year_range_epoch_seconds(year: int) -> tuple[int, int]:
     return start, end
 
 
+def _mask_name(name: str) -> str:
+    s = str(name or "").strip()
+    if not s:
+        return ""
+    if len(s) == 1:
+        return "*"
+    if len(s) == 2:
+        return s[0] + "*"
+    return s[0] + ("*" * (len(s) - 2)) + s[-1]
+
+
+def _list_session_usernames(session_db_path: Path) -> list[str]:
+    if not session_db_path.exists():
+        return []
+
+    conn = sqlite3.connect(str(session_db_path))
+    try:
+        try:
+            rows = conn.execute("SELECT username FROM SessionTable").fetchall()
+        except sqlite3.OperationalError:
+            rows = conn.execute("SELECT username FROM Session").fetchall()
+    except Exception:
+        rows = []
+    finally:
+        conn.close()
+
+    out: list[str] = []
+    for r in rows:
+        if not r or not r[0]:
+            continue
+        u = str(r[0]).strip()
+        if u:
+            out.append(u)
+    return out
+
+
+def _compute_year_first_last_from_index(
+    *,
+    account_dir: Path,
+    year: int,
+    sender_username: str,
+) -> tuple[Optional[_SentMomentRef], Optional[_SentMomentRef]]:
+    """Find the chronologically first and last sent messages of the year (by timestamp)."""
+    start_ts, end_ts = _year_range_epoch_seconds(year)
+    sender = str(sender_username or "").strip()
+    if not sender:
+        return None, None
+
+    index_path = get_chat_search_index_db_path(account_dir)
+    if not index_path.exists():
+        return None, None
+
+    conn = sqlite3.connect(str(index_path))
+    try:
+        has_fts = (
+            conn.execute("SELECT 1 FROM sqlite_master WHERE type='table' AND name='message_fts' LIMIT 1").fetchone()
+            is not None
+        )
+        if not has_fts:
+            return None, None
+
+        ts_expr = (
+            "CASE "
+            "WHEN CAST(create_time AS INTEGER) > 1000000000000 "
+            "THEN CAST(CAST(create_time AS INTEGER)/1000 AS INTEGER) "
+            "ELSE CAST(create_time AS INTEGER) "
+            "END"
+        )
+
+        where = (
+            f"{ts_expr} >= ? AND {ts_expr} < ? "
+            "AND db_stem NOT LIKE 'biz_message%' "
+            "AND sender_username = ? "
+            "AND CAST(local_type AS INTEGER) != 10000"
+        )
+
+        base_sql = (
+            f"SELECT {ts_expr} AS ts, username, db_stem, table_name, CAST(local_id AS INTEGER) AS local_id "
+            "FROM message_fts "
+            f"WHERE {where} "
+        )
+
+        def row_to_ref(r: Any) -> Optional[_SentMomentRef]:
+            if not r:
+                return None
+            try:
+                ts = int(r[0] or 0)
+            except Exception:
+                ts = 0
+            username = str(r[1] or "").strip()
+            db_stem = str(r[2] or "").strip()
+            table_name = str(r[3] or "").strip()
+            try:
+                local_id = int(r[4] or 0)
+            except Exception:
+                local_id = 0
+
+            if ts <= 0 or not username or not db_stem or not table_name or local_id <= 0:
+                return None
+
+            return _SentMomentRef(
+                ts=int(ts),
+                score=0,  # Not used for chronological ordering
+                username=username,
+                db_stem=db_stem,
+                table_name=table_name,
+                local_id=int(local_id),
+            )
+
+        params = (start_ts, end_ts, sender)
+        sql_first = base_sql + "ORDER BY ts ASC LIMIT 1"
+        sql_last = base_sql + "ORDER BY ts DESC LIMIT 1"
+
+        first_ref = row_to_ref(conn.execute(sql_first, params).fetchone())
+        last_ref = row_to_ref(conn.execute(sql_last, params).fetchone())
+        return first_ref, last_ref
+    except Exception:
+        return None, None
+    finally:
+        try:
+            conn.close()
+        except Exception:
+            pass
+
+
+def _compute_year_first_last_fallback(
+    *,
+    account_dir: Path,
+    year: int,
+    sender_username: str,
+) -> tuple[Optional[_SentMomentRef], Optional[_SentMomentRef]]:
+    """Fallback: find chronologically first/last sent messages when no search index."""
+    start_ts, end_ts = _year_range_epoch_seconds(year)
+    sender = str(sender_username or "").strip()
+    if not sender:
+        return None, None
+
+    session_usernames = _list_session_usernames(account_dir / "session.db")
+    md5_to_username: dict[str, str] = {}
+    table_to_username: dict[str, str] = {}
+    for u in session_usernames:
+        md5_hex = hashlib.md5(u.encode("utf-8")).hexdigest().lower()
+        md5_to_username[md5_hex] = u
+        table_to_username[f"msg_{md5_hex}"] = u
+        table_to_username[f"chat_{md5_hex}"] = u
+
+    def resolve_username_from_table(table_name: str) -> Optional[str]:
+        ln = str(table_name or "").lower()
+        u = table_to_username.get(ln)
+        if u:
+            return u
+        m = _MD5_HEX_RE.search(ln)
+        if m:
+            return md5_to_username.get(m.group(0).lower())
+        return None
+
+    db_paths = _iter_message_db_paths(account_dir)
+    db_paths = [p for p in db_paths if not p.name.lower().startswith("biz_message")]
+
+    ts_expr = (
+        "CASE WHEN create_time > 1000000000000 THEN CAST(create_time/1000 AS INTEGER) ELSE create_time END"
+    )
+
+    best_first: Optional[_SentMomentRef] = None
+    best_last: Optional[_SentMomentRef] = None
+
+    for db_path in db_paths:
+        if not db_path.exists():
+            continue
+
+        conn: sqlite3.Connection | None = None
+        try:
+            conn = sqlite3.connect(str(db_path))
+            conn.row_factory = sqlite3.Row
+            conn.text_factory = bytes
+
+            try:
+                r2 = conn.execute("SELECT rowid FROM Name2Id WHERE user_name = ? LIMIT 1", (sender,)).fetchone()
+                sender_rowid = int(r2[0]) if r2 and r2[0] is not None else None
+            except Exception:
+                sender_rowid = None
+            if sender_rowid is None:
+                continue
+
+            tables = _list_message_tables(conn)
+            if not tables:
+                continue
+
+            for table_name in tables:
+                username = resolve_username_from_table(table_name)
+                if not username:
+                    continue
+
+                qt = _quote_ident(table_name)
+                params = (start_ts, end_ts, int(sender_rowid))
+
+                sql_base = (
+                    f"SELECT local_id, {ts_expr} AS ts "
+                    f"FROM {qt} "
+                    f"WHERE {ts_expr} >= ? AND {ts_expr} < ? "
+                    "AND real_sender_id = ? "
+                    "AND local_type != 10000 "
+                )
+                sql_first = sql_base + "ORDER BY ts ASC LIMIT 1"
+                sql_last = sql_base + "ORDER BY ts DESC LIMIT 1"
+
+                try:
+                    r_first = conn.execute(sql_first, params).fetchone()
+                except Exception:
+                    r_first = None
+                if r_first:
+                    try:
+                        local_id = int(r_first["local_id"] or 0)
+                        ts = int(r_first["ts"] or 0)
+                    except Exception:
+                        local_id, ts = 0, 0
+                    if local_id > 0 and ts > 0:
+                        ref = _SentMomentRef(
+                            ts=int(ts),
+                            score=0,
+                            username=str(username),
+                            db_stem=str(db_path.stem),
+                            table_name=str(table_name),
+                            local_id=int(local_id),
+                        )
+                        if best_first is None or ref.ts < best_first.ts:
+                            best_first = ref
+
+                try:
+                    r_last = conn.execute(sql_last, params).fetchone()
+                except Exception:
+                    r_last = None
+                if r_last:
+                    try:
+                        local_id = int(r_last["local_id"] or 0)
+                        ts = int(r_last["ts"] or 0)
+                    except Exception:
+                        local_id, ts = 0, 0
+                    if local_id > 0 and ts > 0:
+                        ref = _SentMomentRef(
+                            ts=int(ts),
+                            score=0,
+                            username=str(username),
+                            db_stem=str(db_path.stem),
+                            table_name=str(table_name),
+                            local_id=int(local_id),
+                        )
+                        if best_last is None or ref.ts > best_last.ts:
+                            best_last = ref
+        finally:
+            try:
+                if conn is not None:
+                    conn.close()
+            except Exception:
+                pass
+
+    return best_first, best_last
+
+
+def _compute_sent_moment_refs_from_index(
+    *,
+    account_dir: Path,
+    year: int,
+    sender_username: str,
+) -> tuple[Optional[_SentMomentRef], Optional[_SentMomentRef]]:
+    start_ts, end_ts = _year_range_epoch_seconds(year)
+    sender = str(sender_username or "").strip()
+    if not sender:
+        return None, None
+
+    index_path = get_chat_search_index_db_path(account_dir)
+    if not index_path.exists():
+        return None, None
+
+    conn = sqlite3.connect(str(index_path))
+    try:
+        has_fts = (
+            conn.execute("SELECT 1 FROM sqlite_master WHERE type='table' AND name='message_fts' LIMIT 1").fetchone()
+            is not None
+        )
+        if not has_fts:
+            return None, None
+
+        # Convert millisecond timestamps defensively (some datasets store ms).
+        ts_expr = (
+            "CASE "
+            "WHEN CAST(create_time AS INTEGER) > 1000000000000 "
+            "THEN CAST(CAST(create_time AS INTEGER)/1000 AS INTEGER) "
+            "ELSE CAST(create_time AS INTEGER) "
+            "END"
+        )
+
+        # NOTE: local_type=10000 are mostly system messages; exclude to make the moment nicer.
+        where = (
+            f"{ts_expr} >= ? AND {ts_expr} < ? "
+            "AND db_stem NOT LIKE 'biz_message%' "
+            "AND sender_username = ? "
+            "AND CAST(local_type AS INTEGER) != 10000"
+        )
+
+        base_sql = (
+            "SELECT ts, username, db_stem, table_name, CAST(local_id AS INTEGER) AS local_id, "
+            "CAST(strftime('%H', datetime(ts, 'unixepoch', 'localtime')) AS INTEGER) AS h, "
+            "CAST(strftime('%M', datetime(ts, 'unixepoch', 'localtime')) AS INTEGER) AS m, "
+            "CAST(strftime('%S', datetime(ts, 'unixepoch', 'localtime')) AS INTEGER) AS s "
+            "FROM ("
+            f"  SELECT {ts_expr} AS ts, username, db_stem, table_name, local_id "
+            "  FROM message_fts "
+            f"  WHERE {where}"
+            ") sub "
+        )
+
+        def row_to_ref(r: Any) -> Optional[_SentMomentRef]:
+            if not r:
+                return None
+            try:
+                ts = int(r[0] or 0)
+            except Exception:
+                ts = 0
+            username = str(r[1] or "").strip()
+            db_stem = str(r[2] or "").strip()
+            table_name = str(r[3] or "").strip()
+            try:
+                local_id = int(r[4] or 0)
+            except Exception:
+                local_id = 0
+            try:
+                h = int(r[5] or 0)
+                m = int(r[6] or 0)
+                s = int(r[7] or 0)
+            except Exception:
+                h, m, s = 0, 0, 0
+
+            if ts <= 0 or not username or not db_stem or not table_name or local_id <= 0:
+                return None
+
+            # Treat 00:00-04:59 as "late night": shift them +24h so they rank after 23:xx.
+            score = (h * 3600 + m * 60 + s) + (86400 if h < 5 else 0)
+
+            return _SentMomentRef(
+                ts=int(ts),
+                score=int(score),
+                username=username,
+                db_stem=db_stem,
+                table_name=table_name,
+                local_id=int(local_id),
+            )
+
+        params = (start_ts, end_ts, sender)
+        sql_earliest = (
+            base_sql
+            + "ORDER BY (h*3600 + m*60 + s + CASE WHEN h < 5 THEN 86400 ELSE 0 END) ASC, ts ASC LIMIT 1"
+        )
+        sql_latest = (
+            base_sql
+            + "ORDER BY (h*3600 + m*60 + s + CASE WHEN h < 5 THEN 86400 ELSE 0 END) DESC, ts DESC LIMIT 1"
+        )
+
+        earliest_ref = row_to_ref(conn.execute(sql_earliest, params).fetchone())
+        latest_ref = row_to_ref(conn.execute(sql_latest, params).fetchone())
+        return earliest_ref, latest_ref
+    except Exception:
+        return None, None
+    finally:
+        try:
+            conn.close()
+        except Exception:
+            pass
+
+
+def _compute_sent_moment_refs_fallback(
+    *,
+    account_dir: Path,
+    year: int,
+    sender_username: str,
+) -> tuple[Optional[_SentMomentRef], Optional[_SentMomentRef]]:
+    """Fallback implementation when no search index is present."""
+
+    start_ts, end_ts = _year_range_epoch_seconds(year)
+    sender = str(sender_username or "").strip()
+    if not sender:
+        return None, None
+
+    # Resolve all sessions (usernames) so we can map msg_xxx/chat_xxx tables back to usernames.
+    session_usernames = _list_session_usernames(account_dir / "session.db")
+    md5_to_username: dict[str, str] = {}
+    table_to_username: dict[str, str] = {}
+    for u in session_usernames:
+        md5_hex = hashlib.md5(u.encode("utf-8")).hexdigest().lower()
+        md5_to_username[md5_hex] = u
+        table_to_username[f"msg_{md5_hex}"] = u
+        table_to_username[f"chat_{md5_hex}"] = u
+
+    def resolve_username_from_table(table_name: str) -> Optional[str]:
+        ln = str(table_name or "").lower()
+        u = table_to_username.get(ln)
+        if u:
+            return u
+        m = _MD5_HEX_RE.search(ln)
+        if m:
+            return md5_to_username.get(m.group(0).lower())
+        return None
+
+    db_paths = _iter_message_db_paths(account_dir)
+    db_paths = [p for p in db_paths if not p.name.lower().startswith("biz_message")]
+
+    ts_expr = (
+        "CASE WHEN create_time > 1000000000000 THEN CAST(create_time/1000 AS INTEGER) ELSE create_time END"
+    )
+
+    best_earliest: Optional[_SentMomentRef] = None
+    best_latest: Optional[_SentMomentRef] = None
+
+    for db_path in db_paths:
+        if not db_path.exists():
+            continue
+
+        conn: sqlite3.Connection | None = None
+        try:
+            conn = sqlite3.connect(str(db_path))
+            conn.row_factory = sqlite3.Row
+            conn.text_factory = bytes
+
+            # Resolve sender rowid for this shard so we can filter sent messages.
+            try:
+                r2 = conn.execute("SELECT rowid FROM Name2Id WHERE user_name = ? LIMIT 1", (sender,)).fetchone()
+                sender_rowid = int(r2[0]) if r2 and r2[0] is not None else None
+            except Exception:
+                sender_rowid = None
+            if sender_rowid is None:
+                continue
+
+            tables = _list_message_tables(conn)
+            if not tables:
+                continue
+
+            for table_name in tables:
+                username = resolve_username_from_table(table_name)
+                if not username:
+                    continue
+
+                qt = _quote_ident(table_name)
+                params = (start_ts, end_ts, int(sender_rowid))
+
+                sql_base = (
+                    "SELECT local_id, ts, "
+                    "CAST(strftime('%H', datetime(ts, 'unixepoch', 'localtime')) AS INTEGER) AS h, "
+                    "CAST(strftime('%M', datetime(ts, 'unixepoch', 'localtime')) AS INTEGER) AS m, "
+                    "CAST(strftime('%S', datetime(ts, 'unixepoch', 'localtime')) AS INTEGER) AS s "
+                    "FROM ("
+                    f"  SELECT local_id, {ts_expr} AS ts "
+                    f"  FROM {qt} "
+                    f"  WHERE {ts_expr} >= ? AND {ts_expr} < ? "
+                    "    AND real_sender_id = ? "
+                    "    AND local_type != 10000"
+                    ") sub "
+                )
+                sql_earliest = (
+                    sql_base
+                    + "ORDER BY (h*3600 + m*60 + s + CASE WHEN h < 5 THEN 86400 ELSE 0 END) ASC, ts ASC LIMIT 1"
+                )
+                sql_latest = (
+                    sql_base
+                    + "ORDER BY (h*3600 + m*60 + s + CASE WHEN h < 5 THEN 86400 ELSE 0 END) DESC, ts DESC LIMIT 1"
+                )
+
+                try:
+                    r_earliest = conn.execute(sql_earliest, params).fetchone()
+                except Exception:
+                    r_earliest = None
+                if r_earliest:
+                    try:
+                        local_id = int(r_earliest["local_id"] or 0)
+                        ts = int(r_earliest["ts"] or 0)
+                        h = int(r_earliest["h"] or 0)
+                        m = int(r_earliest["m"] or 0)
+                        s = int(r_earliest["s"] or 0)
+                    except Exception:
+                        local_id, ts, h, m, s = 0, 0, 0, 0, 0
+                    if local_id > 0 and ts > 0:
+                        score = (h * 3600 + m * 60 + s) + (86400 if h < 5 else 0)
+                        ref = _SentMomentRef(
+                            ts=int(ts),
+                            score=int(score),
+                            username=str(username),
+                            db_stem=str(db_path.stem),
+                            table_name=str(table_name),
+                            local_id=int(local_id),
+                        )
+                        if best_earliest is None or ref.score < best_earliest.score or (
+                            ref.score == best_earliest.score and ref.ts < best_earliest.ts
+                        ):
+                            best_earliest = ref
+
+                try:
+                    r_latest = conn.execute(sql_latest, params).fetchone()
+                except Exception:
+                    r_latest = None
+                if r_latest:
+                    try:
+                        local_id = int(r_latest["local_id"] or 0)
+                        ts = int(r_latest["ts"] or 0)
+                        h = int(r_latest["h"] or 0)
+                        m = int(r_latest["m"] or 0)
+                        s = int(r_latest["s"] or 0)
+                    except Exception:
+                        local_id, ts, h, m, s = 0, 0, 0, 0, 0
+                    if local_id > 0 and ts > 0:
+                        score = (h * 3600 + m * 60 + s) + (86400 if h < 5 else 0)
+                        ref = _SentMomentRef(
+                            ts=int(ts),
+                            score=int(score),
+                            username=str(username),
+                            db_stem=str(db_path.stem),
+                            table_name=str(table_name),
+                            local_id=int(local_id),
+                        )
+                        if best_latest is None or ref.score > best_latest.score or (
+                            ref.score == best_latest.score and ref.ts > best_latest.ts
+                        ):
+                            best_latest = ref
+        finally:
+            try:
+                if conn is not None:
+                    conn.close()
+            except Exception:
+                pass
+
+    return best_earliest, best_latest
+
+
+def _fetch_message_moment_payload(
+    *,
+    account_dir: Path,
+    ref: _SentMomentRef,
+    contact_rows: dict[str, sqlite3.Row],
+) -> Optional[dict[str, Any]]:
+    """Resolve ref -> a payload for the frontend card (content is blurred in UI)."""
+
+    username = str(ref.username or "").strip()
+    if not username:
+        return None
+
+    db_path = account_dir / f"{ref.db_stem}.db"
+    if not db_path.exists():
+        return None
+
+    conn: sqlite3.Connection | None = None
+    try:
+        conn = sqlite3.connect(str(db_path))
+        conn.row_factory = sqlite3.Row
+        conn.text_factory = bytes
+
+        my_rowid: Optional[int]
+        try:
+            r2 = conn.execute("SELECT rowid FROM Name2Id WHERE user_name = ? LIMIT 1", (str(account_dir.name),)).fetchone()
+            my_rowid = int(r2[0]) if r2 and r2[0] is not None else None
+        except Exception:
+            my_rowid = None
+
+        qt = _quote_ident(ref.table_name)
+        sql_with_join = (
+            "SELECT "
+            "m.local_id, m.server_id, m.local_type, m.sort_seq, m.real_sender_id, m.create_time, "
+            "m.message_content, m.compress_content, n.user_name AS sender_username "
+            f"FROM {qt} m "
+            "LEFT JOIN Name2Id n ON m.real_sender_id = n.rowid "
+            "WHERE m.local_id = ? LIMIT 1"
+        )
+        sql_no_join = (
+            "SELECT "
+            "m.local_id, m.server_id, m.local_type, m.sort_seq, m.real_sender_id, m.create_time, "
+            "m.message_content, m.compress_content, '' AS sender_username "
+            f"FROM {qt} m "
+            "WHERE m.local_id = ? LIMIT 1"
+        )
+
+        try:
+            row = conn.execute(sql_with_join, (int(ref.local_id),)).fetchone()
+        except Exception:
+            row = None
+        if row is None:
+            try:
+                row = conn.execute(sql_no_join, (int(ref.local_id),)).fetchone()
+            except Exception:
+                row = None
+        if row is None:
+            return None
+
+        hit = _row_to_search_hit(
+            row,
+            db_path=db_path,
+            table_name=str(ref.table_name),
+            username=username,
+            account_dir=account_dir,
+            is_group=bool(username.endswith("@chatroom")),
+            my_rowid=my_rowid,
+        )
+
+        content = str(hit.get("content") or "").strip()
+        content = re.sub(r"\s+", " ", content).strip()
+        if len(content) > 120:
+            content = content[:117] + "..."
+
+        dt = datetime.fromtimestamp(int(ref.ts))
+
+        contact_row = contact_rows.get(username)
+        display = _pick_display_name(contact_row, username)
+        avatar = _pick_avatar_url(contact_row) or (_build_avatar_url(str(account_dir.name or ""), username) if username else "")
+
+        return {
+            "timestamp": int(ref.ts),
+            "date": dt.strftime("%Y-%m-%d"),
+            "time": dt.strftime("%H:%M"),
+            "username": username,
+            "displayName": display,
+            "maskedName": _mask_name(display),
+            "avatarUrl": avatar,
+            "content": content,
+            "renderType": str(hit.get("renderType") or ""),
+            "isGroup": bool(username.endswith("@chatroom")),
+        }
+    except Exception:
+        return None
+    finally:
+        try:
+            if conn is not None:
+                conn.close()
+        except Exception:
+            pass
+
+
 def _list_message_tables(conn: sqlite3.Connection) -> list[str]:
     try:
         rows = conn.execute("SELECT name FROM sqlite_master WHERE type='table'").fetchall()
@@ -341,6 +997,87 @@ def build_card_01_cyber_schedule(
             total=heatmap.total_messages,
         )
 
+    # Earliest/latest sent message moments (best-effort).
+    earliest_sent = None
+    latest_sent = None
+    if heatmap.total_messages > 0:
+        t0 = time.time()
+        ref_earliest, ref_latest = _compute_sent_moment_refs_from_index(
+            account_dir=account_dir,
+            year=year,
+            sender_username=sender,
+        )
+        if ref_earliest is None and ref_latest is None:
+            ref_earliest, ref_latest = _compute_sent_moment_refs_fallback(
+                account_dir=account_dir,
+                year=year,
+                sender_username=sender,
+            )
+
+        usernames: list[str] = []
+        if ref_earliest and ref_earliest.username:
+            usernames.append(ref_earliest.username)
+        if ref_latest and ref_latest.username and ref_latest.username not in usernames:
+            usernames.append(ref_latest.username)
+        contact_rows = _load_contact_rows(account_dir / "contact.db", usernames) if usernames else {}
+
+        if ref_earliest is not None:
+            earliest_sent = _fetch_message_moment_payload(account_dir=account_dir, ref=ref_earliest, contact_rows=contact_rows)
+        if ref_latest is not None:
+            latest_sent = _fetch_message_moment_payload(account_dir=account_dir, ref=ref_latest, contact_rows=contact_rows)
+
+        logger.info(
+            "Wrapped card#1 moments computed: account=%s year=%s earliest=%s latest=%s elapsed=%.2fs",
+            str(account_dir.name or "").strip(),
+            year,
+            "ok" if earliest_sent else "none",
+            "ok" if latest_sent else "none",
+            time.time() - t0,
+        )
+
+    # Year's chronologically first/last sent messages (by timestamp, not time-of-day).
+    year_first_sent = None
+    year_last_sent = None
+    if heatmap.total_messages > 0:
+        t0 = time.time()
+        ref_first, ref_last = _compute_year_first_last_from_index(
+            account_dir=account_dir,
+            year=year,
+            sender_username=sender,
+        )
+        if ref_first is None and ref_last is None:
+            ref_first, ref_last = _compute_year_first_last_fallback(
+                account_dir=account_dir,
+                year=year,
+                sender_username=sender,
+            )
+
+        # Collect usernames for contact lookup (reuse existing contact_rows if possible).
+        extra_usernames: list[str] = []
+        if ref_first and ref_first.username:
+            extra_usernames.append(ref_first.username)
+        if ref_last and ref_last.username and ref_last.username not in extra_usernames:
+            extra_usernames.append(ref_last.username)
+        # Load contacts for new usernames not already in contact_rows.
+        new_usernames = [u for u in extra_usernames if u not in contact_rows]
+        if new_usernames:
+            extra_contacts = _load_contact_rows(account_dir / "contact.db", new_usernames)
+            contact_rows.update(extra_contacts)
+
+        if ref_first is not None:
+            year_first_sent = _fetch_message_moment_payload(account_dir=account_dir, ref=ref_first, contact_rows=contact_rows)
+        if ref_last is not None:
+            year_last_sent = _fetch_message_moment_payload(account_dir=account_dir, ref=ref_last, contact_rows=contact_rows)
+
+        logger.info(
+            "Wrapped card#1 year first/last computed: account=%s year=%s first=%s last=%s elapsed=%.2fs",
+            str(account_dir.name or "").strip(),
+            year,
+            "ok" if year_first_sent else "none",
+            "ok" if year_last_sent else "none",
+            time.time() - t0,
+        )
+
     return {
         "id": 1,
         "title": "你是「早八人」还是「夜猫子」？",
@@ -354,5 +1091,9 @@ def build_card_01_cyber_schedule(
             "hourLabels": heatmap.hour_labels,
             "matrix": heatmap.matrix,
             "totalMessages": heatmap.total_messages,
+            "earliestSent": earliest_sent,
+            "latestSent": latest_sent,
+            "yearFirstSent": year_first_sent,
+            "yearLastSent": year_last_sent,
         },
     }
diff --git a/src/wechat_decrypt_tool/wrapped/service.py b/src/wechat_decrypt_tool/wrapped/service.py
index c83a32c..532cfeb 100644
--- a/src/wechat_decrypt_tool/wrapped/service.py
+++ b/src/wechat_decrypt_tool/wrapped/service.py
@@ -23,7 +23,7 @@ logger = get_logger(__name__)
 # an older partial cache.
 _IMPLEMENTED_UPTO_ID = 2
 # Bump this when we change card payloads/ordering while keeping the same implemented_upto.
-_CACHE_VERSION = 4
+_CACHE_VERSION = 5
 
 
 # "Manifest" is used by the frontend to render the deck quickly, then lazily fetch each card.