feat: AI SMS reminder flow with two-message intro, smart reschedule with availability checks

- Reminder flow: send AI self-introduction as message 1 (Twilio REST API), intent response as message 2 (TwiML) so intro always arrives first
- LangGraph reminder graph: classify yes/no/other from patient reply; 'no' now asks 'When would you like to reschedule?' directly
- Reschedule flow: new asked_reschedule_datetime stage replaces multi-step ASAP/next-week flow
  - Date-only reply (e.g. '5/18'): ask for time separately, then confirm
  - Date+time reply (e.g. '5/18 at 10am'): go straight to confirmation
  - new asked_reschedule_time_for_date and asked_reschedule_confirm_datetime stages
- Date/time parsing: regex handles M/D and am/pm formats first; falls back to Gemini for natural language
- Day-level office hours check: if requested day is closed (e.g. Sunday), reply 'Our office is closed on [date]. Choose another day?'
- Time-level office hours check: if requested time is outside working hours (e.g. 12pm during lunch), reply with actual hours (e.g. '9:00 am – 12:00 pm and 1:00 pm – 5:00 pm')
- Slot availability check: verifies no conflicting appointment for same staff member
- After appointment confirmed: patient thank-you reply triggers warm closing with upcoming appointment time
- Schedule page: office hours summary bar above grid showing today's configured hours with link to settings

Co-Authored-By: Claude Sonnet 4.6 <noreply@anthropic.com>

apps/Backend/src/ai/aiHandoffStore.ts

@@ -17,7 +17,10 @@ export type ConversationStage =
   | "asked_reschedule_preference"
   | "asked_reschedule_asap"
   | "asked_reschedule_next_week"
-  | "asked_reschedule_time";
+  | "asked_reschedule_time"
+  | "asked_reschedule_datetime"
+  | "asked_reschedule_time_for_date"
+  | "asked_reschedule_confirm_datetime";
 
 // ── Conversation stage + AI handoff per patient (DB-persisted) ────────────────
 
@@ -77,6 +80,7 @@ export async function startRescheduleConversation(userId: number, patientId: num
 interface PendingReschedule {
   newDate:   Date;
   dayLabel:  string;
+  startTime?: string; // "HH:MM" — set when full datetime was parsed together
 }
 
 const pendingRescheduleStore = new Map<string, PendingReschedule>();

apps/Backend/src/ai/reminder-graph.ts

@@ -19,7 +19,7 @@ function classifyNode(state: GraphStateType) {
   const text = state.message.toLowerCase().trim();
 
   const yesPatterns = /\b(yes|yeah|yep|yup|sure|ok|okay|confirmed|confirm|will be there|sounds good|see you|great|perfect|absolutely|definitely|sí|si|claro|por supuesto|confirmo|de acuerdo|seguro|estaré|sim|confirmado|com certeza|好的|确认|可以|好|明白|نعم|حسنا|موافق|wi|dakò|oke)\b/;
-  const noPatterns  = /\b(no|nope|can't|cannot|won't|not available|unavailable|cancel|reschedule|busy|sorry|unable|not coming|not going|no puedo|no podré|cancelar|reprogramar|ocupado|lo siento|não posso|não vou|reagendar|占线|无法|取消|لا|لا أستطيع|إلغاء|pa kapab|pa ka)\b/;
+  const noPatterns  = /\b(no|nope|can't|cannot|won't|not available|unavailable|cancel|reschedule|busy|sorry|unable|not coming|not going|no puedo|no podré|cancelar|reprogramar|ocupado|lo siento|não posso|não vou|reagendar|占线|无法|取消|لا|لا أستطيع|إلغاء|pa kapab|pa ka|can not make|cannot make|not make|make it)\b/;
 
   if (yesPatterns.test(text)) return { intent: "yes" };
   if (noPatterns.test(text))  return { intent: "no" };
@@ -51,13 +51,13 @@ function buildConfirmFallback(lang: string, apptDatetime: string): string {
 // ── Reschedule fallbacks ──────────────────────────────────────────────────────
 
 const RESCHEDULE_FALLBACKS: Record<string, string> = {
-  English:          "It is understandable! Would you like to reschedule?",
-  Spanish:          "¡Lo entendemos! ¿Le gustaría reprogramar su cita?",
-  Portuguese:       "Entendemos! Gostaria de reagendar a sua consulta?",
-  Mandarin:         "我们理解！您想重新安排预约吗？",
-  Cantonese:        "我們理解！您想重新安排預約嗎？",
-  Arabic:           "نتفهم ذلك! هل تود إعادة جدولة موعدك؟",
-  "Haitian Creole": "Nou konprann! Èske ou ta renmen repwograme randevou ou?",
+  English:          "It is understandable! When would you like to reschedule?",
+  Spanish:          "¡Lo entendemos! ¿Cuándo le gustaría reprogramar su cita?",
+  Portuguese:       "Entendemos! Quando gostaria de reagendar a sua consulta?",
+  Mandarin:         "我们理解！您想什么时候重新安排预约？",
+  Cantonese:        "我們理解！您想幾時重新安排預約？",
+  Arabic:           "نتفهم ذلك! متى تود إعادة جدولة موعدك؟",
+  "Haitian Creole": "Nou konprann! Ki lè ou ta renmen repwograme randevou ou?",
 };
 
 // ── New-appointment fallbacks (other intent, appointment keywords detected) ───
@@ -101,7 +101,7 @@ async function confirmNode(state: GraphStateType, config: any) {
       {
         role: "system",
         content:
-          `You are a friendly dental office assistant. Write a short, warm SMS reply (1-2 sentences max) thanking the patient for confirming their appointment and reminding them of the date and time.${apptClause} You MUST reply in ${lang} regardless of the language the patient used. Do not add any formatting or extra text.`,
+          `You are a friendly dental office assistant. Write a short, warm SMS reply (1-2 sentences max) thanking the patient for confirming their appointment and reminding them of the date and time.${apptClause} You MUST reply in ${lang}. Do not add any formatting or extra text.`,
       },
       { role: "user", content: `Patient replied: "${state.message}"` },
     ]);
@@ -124,7 +124,7 @@ async function rescheduleNode(state: GraphStateType, config: any) {
       {
         role: "system",
         content:
-          `You are a friendly dental office assistant. The patient cannot make their appointment. Write a short, empathetic SMS reply (1 sentence max) that says it is understandable and asks if they would like to reschedule. You MUST reply in ${lang} regardless of the language the patient used. Do not add any formatting or extra text.`,
+          `You are a friendly dental office assistant. The patient cannot make their appointment. Write a short, empathetic SMS reply (1-2 sentences max) acknowledging they can't make it and asking when they would like to reschedule. You MUST reply in ${lang}. Do not add any formatting or extra text.`,
       },
       { role: "user", content: `Patient replied: "${state.message}"` },
     ]);
@@ -149,7 +149,7 @@ async function otherNode(state: GraphStateType, config: any) {
       const response = await llm.invoke([
         {
           role: "system",
-          content: `You are a friendly dental office AI assistant named Lisa. The patient wants to schedule an appointment. Ask them in ${lang} whether they are a new patient or an existing patient. One sentence, no formatting.`,
+          content: `You are a friendly dental office AI assistant. The patient wants to schedule an appointment. Ask them in ${lang} whether they are a new patient or an existing patient. One sentence, no formatting.`,
         },
         { role: "user", content: `Patient said: "${state.message}"` },
       ]);
@@ -166,7 +166,7 @@ async function otherNode(state: GraphStateType, config: any) {
     const response = await llm.invoke([
       {
         role: "system",
-        content: `You are a friendly dental office AI assistant named Lisa. Respond helpfully to the patient's message in ${lang}. Keep it to 1-2 sentences, no formatting. For non-dental questions, let them know our office staff can assist.`,
+        content: `You are a friendly dental office AI assistant. Respond helpfully to the patient's message in ${lang}. Keep it to 1-2 sentences, no formatting. For non-dental questions, let them know our office staff can assist.`,
       },
       { role: "user", content: `Patient said: "${state.message}"` },
     ]);

apps/Backend/src/ai/reschedule-graph.ts

@@ -20,18 +20,6 @@ function formattedDate(d: Date): string {
   return `${DAYS[d.getDay()]}, ${MONTHS[d.getMonth()]} ${d.getDate()}`;
 }
 
-/** Get the day-of-week (0=Sun…6=Sat) of the patient's next scheduled appointment. */
-async function getAppointmentDow(patientId: number): Promise<number> {
-  const today = new Date(); today.setHours(0, 0, 0, 0);
-  const appt = await db.appointment.findFirst({
-    where: { patientId, status: "scheduled", date: { gte: today } },
-    orderBy: { date: "asc" },
-    select: { date: true },
-  });
-  if (!appt) return -1;
-  return new Date(appt.date).getUTCDay();
-}
-
 function getTomorrow(): string {
   const t = new Date();
   t.setDate(t.getDate() + 1);
@@ -41,7 +29,6 @@ function getTomorrow(): string {
 function getNextWeekDays(): { mon: string; tue: string; wed: string } {
   const today = new Date();
   const dow = today.getDay();
-  // Days until next Monday (always at least 1 day away, never 0)
   const daysToMon = (8 - dow) % 7 || 7;
   const mon = new Date(today); mon.setDate(today.getDate() + daysToMon);
   const tue = new Date(mon);   tue.setDate(mon.getDate() + 1);
@@ -49,8 +36,6 @@ function getNextWeekDays(): { mon: string; tue: string; wed: string } {
   return { mon: formattedDate(mon), tue: formattedDate(tue), wed: formattedDate(wed) };
 }
 
-// ── Date objects for rescheduling ─────────────────────────────────────────────
-
 function getTomorrowDate(): { date: Date; label: string } {
   const d = new Date();
   d.setDate(d.getDate() + 1);
@@ -58,11 +43,10 @@ function getTomorrowDate(): { date: Date; label: string } {
   return { date: d, label: formattedDate(new Date(d.getTime() + d.getTimezoneOffset() * 60000)) };
 }
 
-function getNextWeekDateObjects(): { mon: { date: Date; label: string }; tue: { date: Date; label: string }; wed: { date: Date; label: string } } {
+function getNextWeekDateObjects() {
   const today = new Date();
   const dow   = today.getDay();
   const daysToMon = (8 - dow) % 7 || 7;
-
   const mkDate = (offset: number) => {
     const d = new Date(today);
     d.setDate(today.getDate() + offset);
@@ -73,40 +57,359 @@ function getNextWeekDateObjects(): { mon: { date: Date; label: string }; tue: {
   return { mon: mkDate(daysToMon), tue: mkDate(daysToMon + 1), wed: mkDate(daysToMon + 2) };
 }
 
-// ── Time parsing ──────────────────────────────────────────────────────────────
+/** Format "HH:MM" (24-h) → "H:MM am/pm" */
+function timeLabel(hhmm: string): string {
+  const [h, m] = hhmm.split(":").map(Number);
+  const h12 = (h! % 12) || 12;
+  const ampm = (h! >= 12) ? "pm" : "am";
+  return `${h12}:${String(m!).padStart(2, "0")} ${ampm}`;
+}
+
+// ── Datetime helpers ─────────────────────────────────────────────────────────
+
+/** Returns true if the message contains an explicit time (not just a date). */
+function messageHasTime(msg: string): boolean {
+  return (
+    /\b\d{1,2}(?::\d{2})?\s*(?:am|pm)\b/i.test(msg) ||
+    /\b([01]?\d|2[0-3]):[0-5]\d\b/.test(msg)         ||
+    /\b(morning|afternoon|evening|mañana|tarde|manhã|上午|下午|صباح|مساء|maten|aprèmidi)\b/i.test(msg)
+  );
+}
+
+/**
+ * Parse only a date (no time) from a message like "5/18" or "next Monday".
+ * Returns a UTC-midnight Date and a date-only display label, or null.
+ */
+async function parseDateOnlyFromMessage(
+  message: string,
+  apiKey: string,
+): Promise<{ date: Date; dateLabel: string } | null> {
+  const now      = new Date();
+  const todayStr = now.toLocaleDateString("en-CA");
+
+  // Regex: M/D, M-D, MM/DD patterns
+  const slashMatch = message.match(/\b(\d{1,2})[\/\-](\d{1,2})(?:[\/\-](\d{2,4}))?\b/);
+  if (slashMatch) {
+    const mo = parseInt(slashMatch[1]!);
+    const dy = parseInt(slashMatch[2]!);
+    let yr   = slashMatch[3]
+      ? (slashMatch[3].length === 2 ? 2000 + parseInt(slashMatch[3]) : parseInt(slashMatch[3]))
+      : now.getFullYear();
+    const candidate = new Date(`${yr}-${String(mo).padStart(2,"0")}-${String(dy).padStart(2,"0")}T00:00:00`);
+    if (candidate <= now) yr += 1;
+    const dateStr   = `${yr}-${String(mo).padStart(2,"0")}-${String(dy).padStart(2,"0")}`;
+    const parsedDate = new Date(dateStr + "T00:00:00.000Z");
+    if (!isNaN(parsedDate.getTime())) {
+      const local     = new Date(dateStr + "T00:00:00");
+      const dateLabel = `${DAYS[local.getDay()]!}, ${MONTHS[local.getMonth()]!} ${local.getDate()}`;
+      return { date: parsedDate, dateLabel };
+    }
+  }
+
+  // Gemini fallback for "next Monday", "Tuesday", etc.
+  try {
+    const llm = new ChatGoogleGenerativeAI({ model: "gemini-1.5-flash", apiKey });
+    const res = await llm.invoke([
+      {
+        role: "system",
+        content:
+          `Today is ${todayStr}. Extract only the date from the patient message.
+Return ONLY raw JSON: {"date":"YYYY-MM-DD"}
+- date must be a future date after ${todayStr}.
+- For relative names like "Monday" or "next Tuesday", use the next upcoming calendar date.
+- If no valid future date found, return {"date":null}.`,
+      },
+      { role: "user", content: message },
+    ]);
+    const jsonMatch = String(res.content).match(/\{[\s\S]*?"date"[\s\S]*?\}/);
+    if (!jsonMatch) return null;
+    const json = JSON.parse(jsonMatch[0]);
+    if (!json.date || json.date === "null") return null;
+    const dateStr    = String(json.date).trim();
+    const parsedDate = new Date(dateStr + "T00:00:00.000Z");
+    if (isNaN(parsedDate.getTime())) return null;
+    const local     = new Date(dateStr + "T00:00:00");
+    const dateLabel = `${DAYS[local.getDay()]!}, ${MONTHS[local.getMonth()]!} ${local.getDate()}`;
+    return { date: parsedDate, dateLabel };
+  } catch {
+    return null;
+  }
+}
+
+// ── Datetime parsing ──────────────────────────────────────────────────────────
+
+/**
+ * Parse a natural-language date + time preference from a patient SMS.
+ * Returns a future Date (UTC midnight), a 24-h startTime string, and a display label.
+ */
+async function parseDatetimeFromMessage(
+  message: string,
+  apiKey: string,
+): Promise<{ date: Date; startTime: string; displayLabel: string } | null> {
+  const now     = new Date();
+  const todayStr = now.toLocaleDateString("en-CA"); // YYYY-MM-DD local
+
+  // ── Step 1: regex pre-processing for common formats ───────────────────────
+  // Extract time (handles "10am", "10:30am", "2 pm", "14:00", "morning", "afternoon")
+  let preTime: string | null = null;
+  const ampmMatch = message.match(/\b(\d{1,2})(?::(\d{2}))?\s*(am|pm)\b/i);
+  if (ampmMatch) {
+    let h = parseInt(ampmMatch[1]!);
+    const m = ampmMatch[2] ? parseInt(ampmMatch[2]) : 0;
+    const period = ampmMatch[3]!.toLowerCase();
+    if (period === "pm" && h < 12) h += 12;
+    if (period === "am" && h === 12) h = 0;
+    preTime = `${String(h).padStart(2,"0")}:${String(m).padStart(2,"0")}`;
+  } else if (/\bmorning\b/i.test(message))   preTime = "09:00";
+  else if (/\bafternoon\b/i.test(message))   preTime = "13:00";
+
+  // Extract date for M/D, M-D, MM/DD, MM-DD, M/D/YYYY patterns
+  let preDate: string | null = null;
+  const slashMatch = message.match(/\b(\d{1,2})[\/\-](\d{1,2})(?:[\/\-](\d{2,4}))?\b/);
+  if (slashMatch) {
+    const mo = parseInt(slashMatch[1]!);
+    const dy = parseInt(slashMatch[2]!);
+    let yr   = slashMatch[3]
+      ? (slashMatch[3].length === 2 ? 2000 + parseInt(slashMatch[3]) : parseInt(slashMatch[3]))
+      : now.getFullYear();
+    // If the resulting date is in the past, assume next year
+    const candidate = new Date(`${yr}-${String(mo).padStart(2,"0")}-${String(dy).padStart(2,"0")}T00:00:00`);
+    if (candidate <= now) yr += 1;
+    preDate = `${yr}-${String(mo).padStart(2,"0")}-${String(dy).padStart(2,"0")}`;
+  }
+
+  // If regex resolved both date and time, return immediately — no AI call needed
+  if (preDate && preTime) {
+    const parsedDate = new Date(preDate + "T00:00:00.000Z");
+    if (!isNaN(parsedDate.getTime())) {
+      const localDate   = new Date(preDate + "T00:00:00");
+      const displayLabel = `${DAYS[localDate.getDay()]!}, ${MONTHS[localDate.getMonth()]!} ${localDate.getDate()} at ${timeLabel(preTime)}`;
+      return { date: parsedDate, startTime: preTime, displayLabel };
+    }
+  }
+
+  // ── Step 2: fall back to Google AI for natural language ───────────────────
+  try {
+    const llm = new ChatGoogleGenerativeAI({ model: "gemini-1.5-flash", apiKey });
+    const res = await llm.invoke([
+      {
+        role: "system",
+        content:
+          `Today is ${todayStr}. Extract the preferred appointment date and time from the patient's message.
+Return ONLY a raw JSON object — no markdown, no code block, no explanation:
+{"date":"YYYY-MM-DD","time":"HH:MM"}
+Rules:
+- date must be a future date after ${todayStr}, in YYYY-MM-DD format.
+- time must be 24-hour HH:MM format. "morning" → "09:00", "afternoon" → "13:00".
+- For relative names like "Monday" or "next Tuesday", use the next upcoming calendar date.
+- If no time is mentioned, use "09:00".
+- If no valid future date can be found, return {"date":null,"time":null}.`,
+      },
+      { role: "user", content: message },
+    ]);
+
+    // Robustly extract the JSON object from any wrapping text Gemini might add
+    const raw = String(res.content);
+    const jsonMatch = raw.match(/\{[\s\S]*?"date"[\s\S]*?\}/);
+    if (!jsonMatch) return null;
+    const json = JSON.parse(jsonMatch[0]);
+    if (!json.date || json.date === "null") return null;
+
+    // Normalise date to YYYY-MM-DD
+    const dateStr   = String(json.date).trim();
+    const parsedDate = new Date(dateStr + "T00:00:00.000Z");
+    if (isNaN(parsedDate.getTime())) return null;
+
+    // Normalise time: accept "HH:MM", "H:MM", or "HH:MM AM/PM"
+    let startTime = preTime ?? "09:00"; // use regex-extracted time if available
+    if (!preTime && typeof json.time === "string") {
+      const rawTime = json.time.trim();
+      const t24 = rawTime.match(/^(\d{1,2}):(\d{2})(?:\s*(am|pm))?$/i);
+      if (t24) {
+        let h = parseInt(t24[1]!);
+        const m = parseInt(t24[2]!);
+        const per = t24[3]?.toLowerCase();
+        if (per === "pm" && h < 12) h += 12;
+        if (per === "am" && h === 12) h = 0;
+        startTime = `${String(h).padStart(2,"0")}:${String(m).padStart(2,"0")}`;
+      }
+    }
+
+    const localDate    = new Date(dateStr + "T00:00:00");
+    const displayLabel = `${DAYS[localDate.getDay()]!}, ${MONTHS[localDate.getMonth()]!} ${localDate.getDate()} at ${timeLabel(startTime)}`;
+    return { date: parsedDate, startTime, displayLabel };
+  } catch {
+    return null;
+  }
+}
+
+// ── Availability checks ───────────────────────────────────────────────────────
+
+/**
+ * Returns true if the given date+time is within the office's configured hours.
+ * Falls back to true (unrestricted) if no hours are configured.
+ */
+async function isWithinOfficeHours(
+  date: Date,
+  time: string,
+  userId: number,
+): Promise<boolean> {
+  try {
+    const record = await storage.getOfficeHours(userId);
+    if (!record?.data) return true;
+
+    const data = record.data as any;
+    const dayNames = ["sunday","monday","tuesday","wednesday","thursday","friday","saturday"] as const;
+    const dayName  = dayNames[date.getUTCDay()]!;
+
+    // Override dates: all slots are open
+    const ymd = date.toISOString().split("T")[0]!;
+    if ((data.overrideDates as string[] | undefined)?.includes(ymd)) return true;
+
+    // Check both doctors' and hygienists' hours — if within either, it's valid
+    for (const group of [data.doctors, data.hygienists]) {
+      const slot = group?.[dayName];
+      if (!slot?.enabled) continue;
+      if (
+        (time >= slot.amStart && time <= slot.amEnd) ||
+        (time >= slot.pmStart && time <= slot.pmEnd)
+      ) return true;
+    }
+    return false;
+  } catch {
+    return true;
+  }
+}
+
+/**
+ * Returns whether the office is open at all on a given date (day-level check).
+ * Also returns the display day name (e.g. "Sunday") for use in error messages.
+ */
+async function isOfficeDayOpen(
+  date: Date,
+  userId: number,
+): Promise<{ open: boolean; displayDay: string }> {
+  const displayDays = ["Sunday","Monday","Tuesday","Wednesday","Thursday","Friday","Saturday"];
+  const displayDay  = displayDays[date.getUTCDay()]!;
+  try {
+    const record = await storage.getOfficeHours(userId);
+    if (!record?.data) return { open: true, displayDay };
+
+    const data = record.data as any;
+    const dayKeys = ["sunday","monday","tuesday","wednesday","thursday","friday","saturday"] as const;
+    const dayKey  = dayKeys[date.getUTCDay()]!;
+
+    // Override date — office is fully open
+    const ymd = date.toISOString().split("T")[0]!;
+    if ((data.overrideDates as string[] | undefined)?.includes(ymd)) return { open: true, displayDay };
+
+    // Open if at least one group (doctors or hygienists) has the day enabled
+    const doctorDay = data.doctors?.[dayKey];
+    const hygDay    = data.hygienists?.[dayKey];
+    if (doctorDay?.enabled || hygDay?.enabled) return { open: true, displayDay };
+
+    return { open: false, displayDay };
+  } catch {
+    return { open: true, displayDay };
+  }
+}
+
+/**
+ * Returns the office hours for a given day as a human-readable string,
+ * e.g. "9:00 am – 12:00 pm and 1:00 pm – 5:00 pm".
+ * Returns null if no hours are configured or the day is closed.
+ */
+async function getOfficeHoursDisplay(date: Date, userId: number): Promise<string | null> {
+  try {
+    const record = await storage.getOfficeHours(userId);
+    if (!record?.data) return null;
+
+    const data    = record.data as any;
+    const dayKeys = ["sunday","monday","tuesday","wednesday","thursday","friday","saturday"] as const;
+    const dayKey  = dayKeys[date.getUTCDay()]!;
+
+    for (const group of [data.doctors, data.hygienists]) {
+      const slot = group?.[dayKey];
+      if (!slot?.enabled) continue;
+      return `${timeLabel(slot.amStart)} – ${timeLabel(slot.amEnd)} and ${timeLabel(slot.pmStart)} – ${timeLabel(slot.pmEnd)}`;
+    }
+    return null;
+  } catch {
+    return null;
+  }
+}
+
+/**
+ * Returns true if no existing appointment for the patient's staff conflicts with
+ * the new date+startTime.
+ */
+async function isSlotAvailable(
+  patientId: number,
+  newDate: Date,
+  newStartTime: string,
+): Promise<boolean> {
+  try {
+    const today = new Date(); today.setHours(0, 0, 0, 0);
+    const current = await db.appointment.findFirst({
+      where: { patientId, status: "scheduled", date: { gte: today } },
+      orderBy: { date: "asc" },
+      select: { staffId: true, startTime: true, endTime: true },
+    });
+    if (!current) return true;
+
+    // Compute new end time preserving original appointment duration
+    const [sh, sm] = current.startTime.split(":").map(Number);
+    const [eh, em] = current.endTime.split(":").map(Number);
+    const durationMin = (eh! * 60 + em!) - (sh! * 60 + sm!);
+    const [nh, nm]    = newStartTime.split(":").map(Number);
+    const endTotal    = nh! * 60 + nm! + durationMin;
+    const newEndTime  = `${String(Math.floor(endTotal / 60)).padStart(2,"0")}:${String(endTotal % 60).padStart(2,"0")}`;
+
+    // Check for overlapping appointments for the same staff member on that day
+    const conflicts = await db.appointment.findMany({
+      where: {
+        staffId:   current.staffId,
+        date:      newDate,
+        status:    { not: "cancelled" },
+        patientId: { not: patientId }, // exclude the patient's own appointment
+      },
+      select: { startTime: true, endTime: true },
+    });
+
+    for (const c of conflicts) {
+      if (newStartTime < c.endTime && newEndTime > c.startTime) return false;
+    }
+    return true;
+  } catch {
+    return true;
+  }
+}
+
+// ── Time parsing (legacy) ─────────────────────────────────────────────────────
 
-/** Parse patient's time preference into 24-h "HH:MM" string or null. */
 async function parseTime(message: string, apiKey: string): Promise<string | null> {
   const t = message.toLowerCase();
-
-  // Keyword shortcuts
   if (/\bmorning\b|mañana|manhã|上午|صباح|maten/i.test(t))   return "09:00";
   if (/\bafternoon\b|tarde|après-midi|下午|مساء|aprèmidi/i.test(t)) return "13:00";
-
-  // Numeric patterns: "10am", "10:30", "2pm", "14:00"
   const ampm  = t.match(/\b(\d{1,2})(?::(\d{2}))?\s*(am|pm)\b/);
   const clock = t.match(/\b([01]?\d|2[0-3]):([0-5]\d)\b/);
-
   if (ampm) {
     let h = parseInt(ampm[1]!);
     const m = ampm[2] ? parseInt(ampm[2]) : 0;
     if (ampm[3] === "pm" && h < 12) h += 12;
     if (ampm[3] === "am" && h === 12) h = 0;
-    return `${String(h).padStart(2, "0")}:${String(m).padStart(2, "0")}`;
+    return `${String(h).padStart(2,"0")}:${String(m).padStart(2,"0")}`;
   }
   if (clock) return clock[0]!;
-
-  // LLM fallback
   try {
     const llm = new ChatGoogleGenerativeAI({ model: "gemini-1.5-flash", apiKey });
     const res = await llm.invoke([
-      { role: "system", content: 'Extract the time from the message. Return ONLY a 24-hour time in "HH:MM" format (e.g., "10:00", "14:30"). If no time is mentioned, return "null".' },
+      { role: "system", content: 'Extract the time from the message. Return ONLY a 24-hour time in "HH:MM" format. If no time is mentioned, return "null".' },
       { role: "user",   content: message },
     ]);
     const raw = String(res.content).trim();
     if (/^([01]?\d|2[0-3]):[0-5]\d$/.test(raw)) return raw;
   } catch { /* fall through */ }
-
   return null;
 }
 
@@ -115,8 +418,8 @@ async function parseTime(message: string, apiKey: string): Promise<string | null
 async function moveAppointment(
   patientId: number,
   newDate: Date,
-  newStartTime: string,   // "HH:MM"
-): Promise<string> {
+  newStartTime: string,
+): Promise<"ok" | "no_appointment"> {
   const today = new Date(); today.setHours(0, 0, 0, 0);
   const appt = await db.appointment.findFirst({
     where: { patientId, status: "scheduled", date: { gte: today } },
@@ -124,13 +427,12 @@ async function moveAppointment(
   });
   if (!appt) return "no_appointment";
 
-  // Preserve original duration
   const [sh, sm] = appt.startTime.split(":").map(Number);
   const [eh, em] = appt.endTime.split(":").map(Number);
   const durationMin = (eh! * 60 + em!) - (sh! * 60 + sm!);
   const [nh, nm]    = newStartTime.split(":").map(Number);
-  const endTotalMin = nh! * 60 + nm! + durationMin;
-  const newEndTime = `${String(Math.floor(endTotalMin / 60)).padStart(2, "0")}:${String(endTotalMin % 60).padStart(2, "0")}`;
+  const endTotal    = nh! * 60 + nm! + durationMin;
+  const newEndTime  = `${String(Math.floor(endTotal / 60)).padStart(2,"0")}:${String(endTotal % 60).padStart(2,"0")}`;
 
   await storage.updateAppointment(appt.id, {
     date:      newDate,
@@ -202,7 +504,319 @@ export async function runRescheduleStep(
   const t    = message.toLowerCase();
   const tx   = TRANSFER[lang] ?? TRANSFER["English"]!;
 
-  // ── asked_reschedule_confirm: patient answered "Would you like to reschedule?" ──
+  // ── asked_reschedule_datetime ─────────────────────────────────────────────
+  // Patient provides date/time preference.
+  // If only a date is given, ask for the time. If both are given, ask to confirm.
+  if (stage === "asked_reschedule_datetime") {
+    const hasTime = messageHasTime(message);
+
+    if (!hasTime) {
+      // Try to parse date only
+      const parsedDate = await parseDateOnlyFromMessage(message, apiKey);
+      if (!parsedDate) {
+        const fallbacks: Record<string, string> = {
+          English:          "I didn't catch that. What day would you prefer? For example: 'Monday', 'next Tuesday', or '5/18'.",
+          Spanish:          "No entendí. ¿Qué día prefiere? Por ejemplo: 'lunes', 'próximo martes' o '18/5'.",
+          Portuguese:       "Não entendi. Que dia você prefere? Por exemplo: 'Segunda', 'próxima terça' ou '18/5'.",
+          Mandarin:         "我没听清。您希望哪天？例如：'星期一'、'下周二'或'5月18日'。",
+          Cantonese:        "我沒聽清。您希望哪天？例如：'星期一'、'下週二'或'5月18日'。",
+          Arabic:           "لم أفهم. ما اليوم الذي تفضله؟ مثلاً: 'الاثنين' أو '18/5'.",
+          "Haitian Creole": "Mwen pa konprann. Ki jou ou prefere? Pa egzanp: 'Lendi', 'Madi pwochèn', oswa '5/18'.",
+        };
+        return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_datetime" };
+      }
+
+      // Date found — check that the office is actually open that day
+      const { date, dateLabel } = parsedDate;
+      const dayCheck = await isOfficeDayOpen(date, userId);
+      if (!dayCheck.open) {
+        const fallbacks: Record<string, string> = {
+          English:          `Our office is closed on ${dateLabel} (${dayCheck.displayDay}). Can you please choose another day?`,
+          Spanish:          `Nuestra oficina está cerrada el ${dateLabel} (${dayCheck.displayDay}). ¿Puede elegir otro día?`,
+          Portuguese:       `Nosso consultório está fechado em ${dateLabel} (${dayCheck.displayDay}). Pode escolher outro dia?`,
+          Mandarin:         `我们诊所在 ${dateLabel}（${dayCheck.displayDay}）不开放。请您选择另一天好吗？`,
+          Cantonese:        `我們診所在 ${dateLabel}（${dayCheck.displayDay}）不開放。請您選擇另一天好嗎？`,
+          Arabic:           `مكتبنا مغلق في ${dateLabel} (${dayCheck.displayDay}). هل يمكنك اختيار يوم آخر؟`,
+          "Haitian Creole": `Biwo nou fèmen nan ${dateLabel} (${dayCheck.displayDay}). Tanpri chwazi yon lòt jou?`,
+        };
+        return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_datetime" };
+      }
+
+      // Day is open — save date and ask for time
+      setPendingReschedule(userId, patientId, { newDate: date, dayLabel: dateLabel });
+
+      const fallbacks: Record<string, string> = {
+        English:          `What time do you prefer on ${dateLabel}?`,
+        Spanish:          `¿A qué hora prefiere el ${dateLabel}?`,
+        Portuguese:       `Que horário você prefere em ${dateLabel}?`,
+        Mandarin:         `您希望在 ${dateLabel} 几点？`,
+        Cantonese:        `您希望在 ${dateLabel} 幾點？`,
+        Arabic:           `ما الوقت الذي تفضله في ${dateLabel}؟`,
+        "Haitian Creole": `Ki lè ou prefere nan ${dateLabel}?`,
+      };
+      const askTimeReply = await llmReply(
+        `You are a friendly dental office assistant. The patient wants to reschedule to ${dateLabel} but hasn't given a time. Ask them in ${lang} what time they prefer on that day. 1 sentence, no formatting.`,
+        `Patient wants ${dateLabel} but gave no time.`,
+        fallbacks[lang] ?? fallbacks["English"]!,
+        apiKey,
+      );
+      return { reply: askTimeReply, nextStage: "asked_reschedule_time_for_date" };
+    }
+
+    // Both date and time present — parse the full datetime
+    const parsed = await parseDatetimeFromMessage(message, apiKey);
+    if (!parsed) {
+      const fallbacks: Record<string, string> = {
+        English:          "I didn't catch that. What day and time would you prefer? For example: 'Monday at 10am' or '5/18 at 2pm'.",
+        Spanish:          "No entendí. ¿Qué día y hora prefiere? Por ejemplo: 'lunes a las 10am' o '18/5 a las 2pm'.",
+        Portuguese:       "Não entendi. Que dia e horário você prefere? Por exemplo: 'Segunda às 10h' ou '18/5 às 14h'.",
+        Mandarin:         "我没听清。您希望哪天几点？例如：'星期一上午10点'或'5月18日下午2点'。",
+        Cantonese:        "我沒聽清。您希望哪天幾點？例如：'星期一上午10點'或'5月18日下午2點'。",
+        Arabic:           "لم أفهم. ما اليوم والوقت الذي تفضله؟ مثلاً: 'الاثنين الساعة 10 صباحاً'.",
+        "Haitian Creole": "Mwen pa konprann. Ki jou ak ki lè ou prefere? Pa egzanp: 'Lendi 10am' oswa '5/18 2pm'.",
+      };
+      return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_datetime" };
+    }
+
+    const { date, startTime, displayLabel } = parsed;
+
+    // Check the office is open on that day before confirming
+    const dayCheck2 = await isOfficeDayOpen(date, userId);
+    if (!dayCheck2.open) {
+      // Extract a date-only label for the message (strip the "at HH:MM" part)
+      const datePart = displayLabel.split(" at ")[0] ?? displayLabel;
+      const fallbacks: Record<string, string> = {
+        English:          `Our office is closed on ${datePart} (${dayCheck2.displayDay}). Can you please choose another day?`,
+        Spanish:          `Nuestra oficina está cerrada el ${datePart} (${dayCheck2.displayDay}). ¿Puede elegir otro día?`,
+        Portuguese:       `Nosso consultório está fechado em ${datePart} (${dayCheck2.displayDay}). Pode escolher outro dia?`,
+        Mandarin:         `我们诊所在 ${datePart}（${dayCheck2.displayDay}）不开放。请您选择另一天好吗？`,
+        Cantonese:        `我們診所在 ${datePart}（${dayCheck2.displayDay}）不開放。請您選擇另一天好嗎？`,
+        Arabic:           `مكتبنا مغلق في ${datePart} (${dayCheck2.displayDay}). هل يمكنك اختيار يوم آخر؟`,
+        "Haitian Creole": `Biwo nou fèmen nan ${datePart} (${dayCheck2.displayDay}). Tanpri chwazi yon lòt jou?`,
+      };
+      return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_datetime" };
+    }
+
+    setPendingReschedule(userId, patientId, { newDate: date, dayLabel: displayLabel, startTime });
+
+    const fallbacks: Record<string, string> = {
+      English:          `Just to confirm — do you prefer ${displayLabel}?`,
+      Spanish:          `Solo para confirmar — ¿prefiere el ${displayLabel}?`,
+      Portuguese:       `Só para confirmar — você prefere ${displayLabel}?`,
+      Mandarin:         `确认一下——您希望的时间是 ${displayLabel} 吗？`,
+      Cantonese:        `確認一下——您希望的時間是 ${displayLabel} 嗎？`,
+      Arabic:           `فقط للتأكيد — هل تفضل ${displayLabel}؟`,
+      "Haitian Creole": `Jis pou konfime — èske ou prefere ${displayLabel}?`,
+    };
+    const confirmReply = await llmReply(
+      `You are a friendly dental office AI assistant. The patient mentioned a date/time preference that you interpreted as "${displayLabel}". Ask them in ${lang} to confirm: "Do you mean ${displayLabel}?" 1 sentence, natural and friendly. No formatting.`,
+      `Patient said: "${message}"`,
+      fallbacks[lang] ?? fallbacks["English"]!,
+      apiKey,
+    );
+    return { reply: confirmReply, nextStage: "asked_reschedule_confirm_datetime" };
+  }
+
+  // ── asked_reschedule_time_for_date ────────────────────────────────────────
+  // Patient was asked "What time do you prefer on [date]?" and now replies with a time.
+  if (stage === "asked_reschedule_time_for_date") {
+    const pending = getPendingReschedule(userId, patientId);
+    if (!pending) {
+      const fallbacks: Record<string, string> = {
+        English:          "Sorry, I lost track. What day and time would you prefer?",
+        Spanish:          "Lo siento, perdí el hilo. ¿Qué día y hora prefiere?",
+        Portuguese:       "Desculpe, perdi o fio. Que dia e horário você prefere?",
+        Mandarin:         "抱歉，我失去了之前的信息。您希望哪天几点？",
+        Cantonese:        "抱歉，我失去了之前的資訊。您希望哪天幾點？",
+        Arabic:           "عذراً، فقدت المعلومات السابقة. ما اليوم والوقت الذي تفضله؟",
+        "Haitian Creole": "Regrèt, mwen pèdi trak. Ki jou ak ki lè ou prefere?",
+      };
+      return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_datetime" };
+    }
+
+    // Parse the time from the patient's reply
+    const startTime = await parseTime(message, apiKey);
+    if (!startTime) {
+      const fallbacks: Record<string, string> = {
+        English:          `I didn't catch the time. What time would you prefer on ${pending.dayLabel}? For example: '10am', '2pm', or '1:30pm'.`,
+        Spanish:          `No entendí la hora. ¿Qué hora prefiere el ${pending.dayLabel}? Por ejemplo: '10am', '2pm' o '1:30pm'.`,
+        Portuguese:       `Não entendi o horário. Que hora você prefere em ${pending.dayLabel}? Por exemplo: '10h', '14h' ou '13:30'.`,
+        Mandarin:         `我没听清时间。您在 ${pending.dayLabel} 几点？例如：上午10点、下午2点或下午1:30。`,
+        Cantonese:        `我沒聽清時間。您在 ${pending.dayLabel} 幾點？例如：上午10點、下午2點或下午1:30。`,
+        Arabic:           `لم أفهم الوقت. ما الوقت الذي تفضله في ${pending.dayLabel}؟ مثلاً: 10 صباحاً أو 2 مساءً.`,
+        "Haitian Creole": `Mwen pa konprann lè a. Ki lè ou prefere nan ${pending.dayLabel}? Pa egzanp: 10am, 2pm, oswa 1:30pm.`,
+      };
+      return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_time_for_date" };
+    }
+
+    // Check that the requested time is within the office's working hours
+    const withinHours = await isWithinOfficeHours(pending.newDate, startTime, userId);
+    if (!withinHours) {
+      const hoursDisplay = await getOfficeHoursDisplay(pending.newDate, userId);
+      const timeLbl = timeLabel(startTime);
+      const fallbacks: Record<string, string> = {
+        English: hoursDisplay
+          ? `Our office is not available at ${timeLbl} on ${pending.dayLabel}. Our hours are ${hoursDisplay}. What other time do you prefer?`
+          : `Our office is not available at ${timeLbl} on ${pending.dayLabel}. What other time do you prefer?`,
+        Spanish: hoursDisplay
+          ? `Nuestra oficina no está disponible a las ${timeLbl} el ${pending.dayLabel}. Nuestro horario es ${hoursDisplay}. ¿Qué otro horario prefiere?`
+          : `Nuestra oficina no está disponible a las ${timeLbl} el ${pending.dayLabel}. ¿Qué otro horario prefiere?`,
+        Portuguese: hoursDisplay
+          ? `Nosso consultório não está disponível às ${timeLbl} em ${pending.dayLabel}. Nosso horário é ${hoursDisplay}. Que outro horário você prefere?`
+          : `Nosso consultório não está disponível às ${timeLbl} em ${pending.dayLabel}. Que outro horário você prefere?`,
+        Mandarin: hoursDisplay
+          ? `我们诊所在 ${pending.dayLabel} ${timeLbl} 不开放。我们的工作时间是 ${hoursDisplay}。您希望改什么时间？`
+          : `我们诊所在 ${pending.dayLabel} ${timeLbl} 不开放。您希望改什么时间？`,
+        Cantonese: hoursDisplay
+          ? `我們診所在 ${pending.dayLabel} ${timeLbl} 不開放。我們的工作時間是 ${hoursDisplay}。您希望改什麼時間？`
+          : `我們診所在 ${pending.dayLabel} ${timeLbl} 不開放。您希望改什麼時間？`,
+        Arabic: hoursDisplay
+          ? `مكتبنا غير متاح في ${timeLbl} يوم ${pending.dayLabel}. ساعات العمل: ${hoursDisplay}. ما وقت آخر تفضله؟`
+          : `مكتبنا غير متاح في ${timeLbl} يوم ${pending.dayLabel}. ما وقت آخر تفضله؟`,
+        "Haitian Creole": hoursDisplay
+          ? `Biwo nou pa disponib a ${timeLbl} nan ${pending.dayLabel}. Orè nou se ${hoursDisplay}. Ki lòt lè ou prefere?`
+          : `Biwo nou pa disponib a ${timeLbl} nan ${pending.dayLabel}. Ki lòt lè ou prefere?`,
+      };
+      return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_time_for_date" };
+    }
+
+    // Time is valid — build the full display label and ask for confirmation
+    const fullLabel = `${pending.dayLabel} at ${timeLabel(startTime)}`;
+    setPendingReschedule(userId, patientId, { newDate: pending.newDate, dayLabel: fullLabel, startTime });
+
+    const fallbacks: Record<string, string> = {
+      English:          `Just to confirm — do you prefer ${fullLabel}?`,
+      Spanish:          `Solo para confirmar — ¿prefiere el ${fullLabel}?`,
+      Portuguese:       `Só para confirmar — você prefere ${fullLabel}?`,
+      Mandarin:         `确认一下——您希望的时间是 ${fullLabel} 吗？`,
+      Cantonese:        `確認一下——您希望的時間是 ${fullLabel} 嗎？`,
+      Arabic:           `فقط للتأكيد — هل تفضل ${fullLabel}؟`,
+      "Haitian Creole": `Jis pou konfime — èske ou prefere ${fullLabel}?`,
+    };
+    const confirmReply = await llmReply(
+      `You are a friendly dental office AI assistant. The patient wants ${fullLabel}. Ask them in ${lang} to confirm: "Do you mean ${fullLabel}?" 1 sentence, natural and friendly. No formatting.`,
+      `Patient said: "${message}"`,
+      fallbacks[lang] ?? fallbacks["English"]!,
+      apiKey,
+    );
+    return { reply: confirmReply, nextStage: "asked_reschedule_confirm_datetime" };
+  }
+
+  // ── asked_reschedule_confirm_datetime ─────────────────────────────────────
+  // Patient confirms (yes) or corrects (no) the parsed date/time.
+  if (stage === "asked_reschedule_confirm_datetime") {
+    const pending = getPendingReschedule(userId, patientId);
+
+    if (!pending) {
+      // State lost — ask again from scratch
+      const fallbacks: Record<string, string> = {
+        English:          "Sorry, I lost track. What day and time would you prefer?",
+        Spanish:          "Lo siento, perdí el hilo. ¿Qué día y hora prefiere?",
+        Portuguese:       "Desculpe, perdi o fio. Que dia e horário você prefere?",
+        Mandarin:         "抱歉，我失去了之前的信息。您希望哪天几点？",
+        Cantonese:        "抱歉，我失去了之前的資訊。您希望哪天幾點？",
+        Arabic:           "عذراً، فقدت المعلومات السابقة. ما اليوم والوقت الذي تفضله؟",
+        "Haitian Creole": "Regrèt, mwen pèdi trak. Ki jou ak ki lè ou prefere?",
+      };
+      return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_datetime" };
+    }
+
+    // Patient said NO / wants to change
+    if (no(t)) {
+      clearPendingReschedule(userId, patientId);
+      const fallbacks: Record<string, string> = {
+        English:          "No problem! What day and time would you prefer? For example: 'Monday at 10am' or '5/18 at 2pm'.",
+        Spanish:          "¡Sin problema! ¿Qué día y hora prefiere? Por ejemplo: 'lunes a las 10am'.",
+        Portuguese:       "Sem problema! Que dia e horário você prefere? Por exemplo: 'Segunda às 10h'.",
+        Mandarin:         "没关系！您希望哪天几点？例如：'星期一上午10点'。",
+        Cantonese:        "沒問題！您希望哪天幾點？例如：'星期一上午10點'。",
+        Arabic:           "لا بأس! ما اليوم والوقت الذي تفضله؟ مثلاً: 'الاثنين الساعة 10 صباحاً'.",
+        "Haitian Creole": "Pa gen pwoblèm! Ki jou ak ki lè ou prefere? Pa egzanp: 'Lendi 10am'.",
+      };
+      return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_datetime" };
+    }
+
+    // Patient said YES — proceed with availability check
+    const { newDate: date, startTime: pendingTime, dayLabel: displayLabel } = pending;
+    const startTime = pendingTime ?? "09:00";
+    clearPendingReschedule(userId, patientId);
+
+    // Check office hours — include actual hours in the message so patient knows what's available
+    const withinHours = await isWithinOfficeHours(date, startTime, userId);
+    if (!withinHours) {
+      const hoursDisplay = await getOfficeHoursDisplay(date, userId);
+      const timeLbl      = timeLabel(startTime);
+      // Extract date portion for the message (strip "at HH:MM" if present)
+      const datePart = displayLabel.split(" at ")[0] ?? displayLabel;
+      const fallbacks: Record<string, string> = {
+        English: hoursDisplay
+          ? `Our office is not available at ${timeLbl} on ${datePart}. Our hours are ${hoursDisplay}. What other time do you prefer?`
+          : `Our office is not available at ${timeLbl} on ${datePart}. What other time do you prefer?`,
+        Spanish: hoursDisplay
+          ? `Nuestra oficina no está disponible a las ${timeLbl} el ${datePart}. Nuestro horario es ${hoursDisplay}. ¿Qué otro horario prefiere?`
+          : `Nuestra oficina no está disponible a las ${timeLbl} el ${datePart}. ¿Qué otro horario prefiere?`,
+        Portuguese: hoursDisplay
+          ? `Nosso consultório não está disponível às ${timeLbl} em ${datePart}. Nosso horário é ${hoursDisplay}. Que outro horário você prefere?`
+          : `Nosso consultório não está disponível às ${timeLbl} em ${datePart}. Que outro horário você prefere?`,
+        Mandarin: hoursDisplay
+          ? `我们诊所在 ${datePart} ${timeLbl} 不开放。我们的工作时间是 ${hoursDisplay}。您希望改什么时间？`
+          : `我们诊所在 ${datePart} ${timeLbl} 不开放。您希望改什么时间？`,
+        Cantonese: hoursDisplay
+          ? `我們診所在 ${datePart} ${timeLbl} 不開放。我們的工作時間是 ${hoursDisplay}。您希望改什麼時間？`
+          : `我們診所在 ${datePart} ${timeLbl} 不開放。您希望改什麼時間？`,
+        Arabic: hoursDisplay
+          ? `مكتبنا غير متاح في ${timeLbl} يوم ${datePart}. ساعات العمل: ${hoursDisplay}. ما وقت آخر تفضله؟`
+          : `مكتبنا غير متاح في ${timeLbl} يوم ${datePart}. ما وقت آخر تفضله؟`,
+        "Haitian Creole": hoursDisplay
+          ? `Biwo nou pa disponib a ${timeLbl} nan ${datePart}. Orè nou se ${hoursDisplay}. Ki lòt lè ou prefere?`
+          : `Biwo nou pa disponib a ${timeLbl} nan ${datePart}. Ki lòt lè ou prefere?`,
+      };
+      return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_datetime" };
+    }
+
+    // Check slot availability
+    const available = await isSlotAvailable(patientId, date, startTime);
+    if (!available) {
+      const fallbacks: Record<string, string> = {
+        English:          `Sorry, ${displayLabel} is not available. What other time do you prefer?`,
+        Spanish:          `Lo sentimos, ${displayLabel} no está disponible. ¿Qué otro horario prefiere?`,
+        Portuguese:       `Infelizmente ${displayLabel} não está disponível. Que outro horário você prefere?`,
+        Mandarin:         `抱歉，${displayLabel} 该时间段不可用。您有其他偏好的时间吗？`,
+        Cantonese:        `抱歉，${displayLabel} 該時間段不可用。您有其他偏好的時間嗎？`,
+        Arabic:           `عذراً، ${displayLabel} غير متاح. ما وقت آخر تفضله؟`,
+        "Haitian Creole": `Regrèt, ${displayLabel} pa disponib. Ki lòt lè ou prefere?`,
+      };
+      return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_datetime" };
+    }
+
+    // Move the appointment
+    const result = await moveAppointment(patientId, date, startTime);
+
+    if (result === "no_appointment") {
+      const fallbacks: Record<string, string> = {
+        English:          `I wasn't able to find your appointment to update. Our dental receptionist will contact you to confirm ${displayLabel}.`,
+        Spanish:          `No encontré su cita. El personal le contactará para confirmar el ${displayLabel}.`,
+        Portuguese:       `Não encontrei sua consulta. Nossa equipe confirmará ${displayLabel}.`,
+        Mandarin:         `我找不到您的预约进行更新。我们的工作人员将联系您确认${displayLabel}。`,
+        Cantonese:        `我找不到您的預約進行更新。我們的工作人員將聯絡您確認${displayLabel}。`,
+        Arabic:           `لم أجد موعدك لتحديثه. سيتصل بك موظفونا لتأكيد ${displayLabel}.`,
+        "Haitian Creole": `Mwen pa jwenn randevou ou. Anplwaye nou yo pral kontakte ou pou konfime ${displayLabel}.`,
+      };
+      return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "done" };
+    }
+
+    // Success — confirm to patient
+    const fallback = `Your appointment is moved to ${displayLabel}. Our dental receptionist will confirm it with you tomorrow.`;
+    const reply = await llmReply(
+      `You are a friendly dental office AI assistant. The patient's appointment has been successfully moved to ${displayLabel}. Write a warm confirmation message in ${lang}: tell them the appointment is moved to ${displayLabel}, and that our dental receptionist will confirm it with them tomorrow. 2 sentences max, no formatting.`,
+      `Appointment rescheduled to ${displayLabel}.`,
+      fallback,
+      apiKey,
+    );
+    return { reply, nextStage: "done" };
+  }
+
+  // ── asked_reschedule_confirm: patient answered the reschedule question ────
   if (stage === "asked_reschedule_confirm") {
     if (no(t)) {
       const fallbacks: Record<string, string> = {
@@ -217,52 +831,28 @@ export async function runRescheduleStep(
       const fallback = fallbacks[lang] ?? fallbacks["English"]!;
       const reply = await llmReply(
         `You are a friendly dental office assistant. The patient does not want to reschedule. Write a warm, brief closing message in ${lang}. 1 sentence, no formatting.`,
-        `Patient said: "${message}"`, fallback, apiKey
+        `Patient said: "${message}"`, fallback, apiKey,
       );
       return { reply, nextStage: "done" };
     }
 
+    // Patient confirmed they want to reschedule — move straight to datetime request
     if (yes(t)) {
-      // Check if original appointment was Mon–Thu (days 1–4)
-      const dow = await getAppointmentDow(patientId);
-      const isMonToThu = dow >= 1 && dow <= 4;
-
-      if (isMonToThu) {
-        // Offer ASAP or next week
       const fallbacks: Record<string, string> = {
-          English:          "Would you like to reschedule as soon as possible, or would you prefer next week?",
-          Spanish:          "¿Le gustaría reprogramar lo antes posible, o prefiere la semana que viene?",
-          Portuguese:       "Gostaria de reagendar o mais rápido possível, ou prefere a semana que vem?",
-          Mandarin:         "您想尽快重新安排预约，还是下周更方便？",
-          Cantonese:        "您想盡快重新安排預約，還是下週更方便？",
-          Arabic:           "هل تفضل إعادة الجدولة في أقرب وقت ممكن، أم تفضل الأسبوع القادم؟",
-          "Haitian Creole": "Èske ou ta renmen repwograme pi vit posib, oswa ou prefere semèn pwochèn?",
+        English:          "What day and time would you like? For example: 'Monday at 10am' or 'next Tuesday afternoon'.",
+        Spanish:          "¿Qué día y hora prefiere? Por ejemplo: 'lunes a las 10am' o 'martes por la tarde'.",
+        Portuguese:       "Que dia e horário você prefere? Por exemplo: 'Segunda às 10h' ou 'terça de tarde'.",
+        Mandarin:         "您希望哪天几点？例如：'星期一上午10点'或'下周二下午'。",
+        Cantonese:        "您希望哪天幾點？例如：'星期一上午10點'或'下週二下午'。",
+        Arabic:           "ما اليوم والوقت الذي تفضله؟ مثلاً: 'الاثنين الساعة 10 صباحاً' أو 'الثلاثاء بعد الظهر'.",
+        "Haitian Creole": "Ki jou ak ki lè ou prefere? Pa egzanp: 'Lendi 10am' oswa 'Madi apremidi'.",
       };
       const fallback = fallbacks[lang] ?? fallbacks["English"]!;
       const reply = await llmReply(
-          `You are a friendly dental office assistant. The patient wants to reschedule. Their original appointment was on a weekday. Ask in ${lang} whether they prefer to reschedule as soon as possible or next week. 1 sentence, no formatting.`,
-          `Patient said: "${message}"`, fallback, apiKey
+        `You are a friendly dental office assistant. The patient wants to reschedule. Ask them in ${lang} what day and time they prefer. Give 1-2 examples like "Monday at 10am" or "next Tuesday afternoon". 1-2 sentences, no formatting.`,
+        `Patient wants to reschedule.`, fallback, apiKey,
       );
-        return { reply, nextStage: "asked_reschedule_preference" };
-      } else {
-        // Original appointment was Fri/Sat/Sun — go straight to next week
-        const { mon, tue, wed } = getNextWeekDays();
-        const fallbacks: Record<string, string> = {
-          English:          `I can schedule you for next week. Would ${mon}, ${tue}, or ${wed} work for you?`,
-          Spanish:          `Puedo programarle para la semana que viene. ¿Le vendría bien el ${mon}, ${tue} o el ${wed}?`,
-          Portuguese:       `Posso agendá-lo para a semana que vem. ${mon}, ${tue} ou ${wed} seria bom para você?`,
-          Mandarin:         `我可以安排您在下周预约。${mon}、${tue} 或 ${wed} 方便吗？`,
-          Cantonese:        `我可以安排您在下週預約。${mon}、${tue} 或 ${wed} 方便嗎？`,
-          Arabic:           `يمكنني جدولتك للأسبوع القادم. هل ${mon} أو ${tue} أو ${wed} مناسب لك؟`,
-          "Haitian Creole": `Mwen ka pwograme ou pou semèn pwochèn. ${mon}, ${tue}, oswa ${wed} ka travay pou ou?`,
-        };
-        const fallback = fallbacks[lang] ?? fallbacks["English"]!;
-        const reply = await llmReply(
-          `You are a friendly dental office assistant. Offer the patient next week's Monday (${mon}), Tuesday (${tue}), or Wednesday (${wed}) in ${lang}. 1-2 sentences, no formatting.`,
-          `Patient wants to reschedule.`, fallback, apiKey
-        );
-        return { reply, nextStage: "asked_reschedule_next_week" };
-      }
+      return { reply, nextStage: "asked_reschedule_datetime" };
     }
 
     return { reply: tx, nextStage: "done" };
@@ -284,7 +874,7 @@ export async function runRescheduleStep(
       const fallback = fallbacks[lang] ?? fallbacks["English"]!;
       const reply = await llmReply(
         `You are a friendly dental office assistant. Ask the patient in ${lang} if they can come in tomorrow, ${tomorrow}. 1 sentence, no formatting.`,
-        `Patient wants to reschedule ASAP.`, fallback, apiKey
+        `Patient wants to reschedule ASAP.`, fallback, apiKey,
       );
       return { reply, nextStage: "asked_reschedule_asap" };
     }
@@ -294,16 +884,16 @@ export async function runRescheduleStep(
       const fallbacks: Record<string, string> = {
         English:          `I can schedule you for next week. Would ${mon}, ${tue}, or ${wed} work for you?`,
         Spanish:          `Puedo programarle para la semana que viene. ¿Le vendría bien el ${mon}, ${tue} o el ${wed}?`,
-        Portuguese:       `Posso agendá-lo para a semana que vem. ${mon}, ${tue} ou ${wed} seria bom para você?`,
+        Portuguese:       `Posso agendá-lo para a semana que vem. ${mon}, ${tue} ou ${wed} seria bom?`,
         Mandarin:         `我可以安排您在下周预约。${mon}、${tue} 或 ${wed} 方便吗？`,
         Cantonese:        `我可以安排您在下週預約。${mon}、${tue} 或 ${wed} 方便嗎？`,
         Arabic:           `يمكنني جدولتك للأسبوع القادم. هل ${mon} أو ${tue} أو ${wed} مناسب لك؟`,
-        "Haitian Creole": `Mwen ka pwograme ou pou semèn pwochèn. ${mon}, ${tue}, oswa ${wed} ka travay pou ou?`,
+        "Haitian Creole": `Mwen ka pwograme ou pou semèn pwochèn. ${mon}, ${tue}, oswa ${wed} ka travay?`,
       };
       const fallback = fallbacks[lang] ?? fallbacks["English"]!;
       const reply = await llmReply(
         `You are a friendly dental office assistant. Offer next week's Monday (${mon}), Tuesday (${tue}), or Wednesday (${wed}) in ${lang}. 1-2 sentences, no formatting.`,
-        `Patient prefers next week.`, fallback, apiKey
+        `Patient prefers next week.`, fallback, apiKey,
       );
       return { reply, nextStage: "asked_reschedule_next_week" };
     }
@@ -316,7 +906,6 @@ export async function runRescheduleStep(
     if (yes(t)) {
       const { date, label } = getTomorrowDate();
       setPendingReschedule(userId, patientId, { newDate: date, dayLabel: label });
-
       const fallbacks: Record<string, string> = {
         English:          `${label} it is! Would you prefer morning (9am–12pm) or afternoon (1pm–5pm)?`,
         Spanish:          `¡${label} perfecto! ¿Prefiere la mañana (9am–12pm) o la tarde (1pm–5pm)?`,
@@ -329,31 +918,28 @@ export async function runRescheduleStep(
       const fallback = fallbacks[lang] ?? fallbacks["English"]!;
       const reply = await llmReply(
         `You are a friendly dental office assistant. The patient confirmed ${label}. Ask in ${lang} whether they prefer morning (9am-12pm) or afternoon (1pm-5pm). 1 sentence, no formatting.`,
-        `Patient confirmed tomorrow.`, fallback, apiKey
+        `Patient confirmed tomorrow.`, fallback, apiKey,
       );
       return { reply, nextStage: "asked_reschedule_time" };
     }
-
     if (no(t)) {
-      // Can't make tomorrow — offer next week instead
       const { mon, tue, wed } = getNextWeekDays();
       const fallbacks: Record<string, string> = {
-        English:          `No problem! What about next week? Would ${mon}, ${tue}, or ${wed} work for you?`,
-        Spanish:          `¡Sin problema! ¿Qué le parece la semana que viene? ¿Le vendría bien el ${mon}, ${tue} o el ${wed}?`,
-        Portuguese:       `Sem problema! E na semana que vem? ${mon}, ${tue} ou ${wed} seria bom?`,
+        English:          `No problem! What about next week? Would ${mon}, ${tue}, or ${wed} work?`,
+        Spanish:          `¡Sin problema! ¿Qué le parece la semana que viene? ¿El ${mon}, ${tue} o el ${wed}?`,
+        Portuguese:       `Sem problema! E na semana que vem? ${mon}, ${tue} ou ${wed}?`,
         Mandarin:         `没关系！下周怎么样？${mon}、${tue} 或 ${wed} 方便吗？`,
         Cantonese:        `沒問題！下週怎麼樣？${mon}、${tue} 或 ${wed} 方便嗎？`,
-        Arabic:           `لا بأس! ماذا عن الأسبوع القادم؟ هل ${mon} أو ${tue} أو ${wed} يناسبك؟`,
-        "Haitian Creole": `Pa gen pwoblèm! Ki sa ki dire semèn pwochèn? ${mon}, ${tue}, oswa ${wed} ka travay?`,
+        Arabic:           `لا بأس! ماذا عن الأسبوع القادم؟ ${mon} أو ${tue} أو ${wed}؟`,
+        "Haitian Creole": `Pa gen pwoblèm! Semèn pwochèn? ${mon}, ${tue}, oswa ${wed}?`,
       };
       const fallback = fallbacks[lang] ?? fallbacks["English"]!;
       const reply = await llmReply(
         `You are a friendly dental office assistant. The patient cannot come tomorrow. Offer next week: ${mon}, ${tue}, or ${wed} in ${lang}. 1-2 sentences, no formatting.`,
-        `Patient can't come tomorrow.`, fallback, apiKey
+        `Patient can't come tomorrow.`, fallback, apiKey,
       );
       return { reply, nextStage: "asked_reschedule_next_week" };
     }
-
     return { reply: tx, nextStage: "done" };
   }
 
@@ -367,7 +953,6 @@ export async function runRescheduleStep(
 
     if (chosen) {
       setPendingReschedule(userId, patientId, { newDate: chosen.date, dayLabel: chosen.label });
-
       const day = chosen.label;
       const fallbacks: Record<string, string> = {
         English:          `${day} works! Would you prefer morning (9am–12pm) or afternoon (1pm–5pm)?`,
@@ -381,12 +966,11 @@ export async function runRescheduleStep(
       const fallback = fallbacks[lang] ?? fallbacks["English"]!;
       const reply = await llmReply(
         `You are a friendly dental office assistant. The patient chose ${day}. Ask in ${lang} whether they prefer morning (9am-12pm) or afternoon (1pm-5pm). 1 sentence, no formatting.`,
-        `Patient chose ${day}.`, fallback, apiKey
+        `Patient chose ${day}.`, fallback, apiKey,
       );
       return { reply, nextStage: "asked_reschedule_time" };
     }
 
-    // Day not clearly detected — ask again with the specific options
     const { mon, tue, wed } = getNextWeekDays();
     const fallbacks: Record<string, string> = {
       English:          `Which day works best — ${mon}, ${tue}, or ${wed}?`,
@@ -394,26 +978,19 @@ export async function runRescheduleStep(
       Portuguese:       `Qual dia é melhor — ${mon}, ${tue} ou ${wed}?`,
       Mandarin:         `哪天最方便——${mon}、${tue} 还是 ${wed}？`,
       Cantonese:        `哪天最方便——${mon}、${tue} 還是 ${wed}？`,
-      Arabic:           `أي يوم هو الأفضل لك — ${mon} أو ${tue} أو ${wed}؟`,
+      Arabic:           `أي يوم هو الأفضل — ${mon} أو ${tue} أو ${wed}؟`,
       "Haitian Creole": `Ki jou ki pi bon — ${mon}, ${tue}, oswa ${wed}?`,
     };
-    const fallback = fallbacks[lang] ?? fallbacks["English"]!;
-    return { reply: fallback, nextStage: "asked_reschedule_next_week" };
+    return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_next_week" };
   }
 
   // ── asked_reschedule_time: patient picked morning / afternoon / specific time ──
   if (stage === "asked_reschedule_time") {
     const pending = getPendingReschedule(userId, patientId);
-
-    if (!pending) {
-      // Edge case: lost state — fall back gracefully
-      return { reply: tx, nextStage: "done" };
-    }
+    if (!pending) return { reply: tx, nextStage: "done" };
 
     const startTime = await parseTime(message, apiKey);
-
     if (!startTime) {
-      // Couldn't parse time — ask again
       const fallbacks: Record<string, string> = {
         English:          "I didn't catch the time. Would you prefer morning (9am–12pm) or afternoon (1pm–5pm)?",
         Spanish:          "No entendí la hora. ¿Prefiere la mañana (9am–12pm) o la tarde (1pm–5pm)?",
@@ -426,43 +1003,28 @@ export async function runRescheduleStep(
       return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "asked_reschedule_time" };
     }
 
-    // Update the appointment in the database
     const updateResult = await moveAppointment(patientId, pending.newDate, startTime);
     clearPendingReschedule(userId, patientId);
 
-    const [h, m] = startTime.split(":").map(Number);
-    const h12    = h! % 12 || 12;
-    const ampm   = h! >= 12 ? "pm" : "am";
-    const timeLabel = `${h12}:${String(m!).padStart(2, "0")} ${ampm}`;
-    const apptLabel = `${pending.dayLabel} at ${timeLabel}`;
+    const apptLabel = `${pending.dayLabel} at ${timeLabel(startTime)}`;
 
     if (updateResult === "no_appointment") {
       const fallbacks: Record<string, string> = {
         English:          `I couldn't find your appointment to update. Our staff will contact you to confirm ${apptLabel}.`,
         Spanish:          `No encontré su cita para actualizar. El personal le contactará para confirmar el ${apptLabel}.`,
-        Portuguese:       `Não encontrei sua consulta para atualizar. Nossa equipe entrará em contato para confirmar ${apptLabel}.`,
+        Portuguese:       `Não encontrei sua consulta. Nossa equipe entrará em contato para confirmar ${apptLabel}.`,
         Mandarin:         `我找不到您的预约进行更新。我们的工作人员将联系您确认${apptLabel}。`,
         Cantonese:        `我找不到您的預約進行更新。我們的工作人員將聯絡您確認${apptLabel}。`,
         Arabic:           `لم أجد موعدك لتحديثه. سيتصل بك موظفونا لتأكيد ${apptLabel}.`,
-        "Haitian Creole": `Mwen pa jwenn randevou ou pou mete ajou. Anplwaye nou yo pral kontakte ou pou konfime ${apptLabel}.`,
+        "Haitian Creole": `Mwen pa jwenn randevou ou. Anplwaye nou yo pral kontakte ou pou konfime ${apptLabel}.`,
       };
       return { reply: fallbacks[lang] ?? fallbacks["English"]!, nextStage: "done" };
     }
 
-    // Success
-    const fallbacks: Record<string, string> = {
-      English:          `Your appointment has been moved to ${apptLabel}. See you then!`,
-      Spanish:          `Su cita ha sido cambiada al ${apptLabel}. ¡Hasta entonces!`,
-      Portuguese:       `Sua consulta foi remarcada para ${apptLabel}. Até lá!`,
-      Mandarin:         `您的预约已更改为${apptLabel}。到时见！`,
-      Cantonese:        `您的預約已更改為${apptLabel}。到時見！`,
-      Arabic:           `تم تغيير موعدك إلى ${apptLabel}. نراك قريباً!`,
-      "Haitian Creole": `Randevou ou a deplase ale nan ${apptLabel}. N'ap wè ou lè sa a!`,
-    };
-    const fallback = fallbacks[lang] ?? fallbacks["English"]!;
+    const fallback = `Your appointment has been moved to ${apptLabel}. Our dental receptionist will confirm it with you tomorrow.`;
     const reply = await llmReply(
-      `You are a friendly dental office assistant. The patient's appointment has been successfully rescheduled to ${apptLabel}. Confirm in ${lang} with enthusiasm. 1 sentence, no formatting.`,
-      `Appointment moved to ${apptLabel}.`, fallback, apiKey
+      `You are a friendly dental office assistant. The patient's appointment has been rescheduled to ${apptLabel}. Confirm in ${lang}: say the appointment is moved to ${apptLabel} and that our dental receptionist will confirm it with them tomorrow. 2 sentences, no formatting.`,
+      `Appointment moved to ${apptLabel}.`, fallback, apiKey,
     );
     return { reply, nextStage: "done" };
   }

apps/Backend/src/routes/twilio-webhooks.ts

@@ -266,12 +266,39 @@ router.post("/webhook/sms", async (req: Request, res: Response): Promise<any> =>
       return res.send(twimlReply(text));
     };
 
-    // ── Stage: reminder_initial → send reminder greeting ─────────────────
+    // ── Stage: reminder_initial → two messages: 1) AI intro, 2) intent response ──
     if (stage === "reminder_initial") {
       const rawGreeting = chatTemplates.reminderGreeting ||
-        `Hi! My name is Lisa, the dedicated AI assistant at {officeName}. I can confirm or reschedule your appointment and answer general questions 24/7. I will reply your message at any time you need.`;
+        `Hi! My name is Lisa, the dedicated AI assistant at {officeName}. I can confirm or reschedule your appointment and answer general questions 24/7.`;
+      const introText = applyOfficeName(rawGreeting, officeName);
 
-      return reply(applyOfficeName(rawGreeting, officeName), "greeted");
+      // Use Google AI (LangGraph) to read the patient's reply and classify yes/no
+      const apptDatetime = await getAppointmentDatetime(patient.id);
+      const { reply: intentReply, intent } = await runReminderGraph(
+        Body, aiSettings.apiKey, language, apptDatetime,
+        chatTemplates.rescheduleGreeting, chatTemplates.generalFallback
+      );
+
+      if (intentReply) {
+        let nextStage: ConversationStage;
+        if (intent === "no")                    nextStage = "asked_reschedule_datetime";
+        else if (intent === "wants_appointment") nextStage = "asked_new_or_existing";
+        else                                    nextStage = "done";
+
+        // Send message 1 (AI intro) via REST API — queued FIRST in Twilio so it arrives first
+        const twilioSettings = await storage.getTwilioSettings(patient.userId);
+        if (twilioSettings) {
+          const client = twilio(twilioSettings.accountSid, twilioSettings.authToken);
+          await client.messages.create({ body: introText, from: twilioSettings.phoneNumber, to: From });
+          await saveOutbound(patient.id, introText);
+        }
+
+        // Send message 2 (yes/no response) via TwiML — queued SECOND
+        return reply(intentReply, nextStage);
+      }
+
+      // No clear intent detected — send only the intro and wait for next reply
+      return reply(introText, "greeted");
     }
 
     // ── Stage: greeted → classify yes/no for appointment reminder ────────
@@ -283,7 +310,7 @@ router.post("/webhook/sms", async (req: Request, res: Response): Promise<any> =>
       );
       if (aiReply) {
         let nextStage: ConversationStage;
-        if (intent === "no")               nextStage = "asked_reschedule_confirm";
+        if (intent === "no")               nextStage = "asked_reschedule_datetime";
         else if (intent === "wants_appointment") nextStage = "asked_new_or_existing";
         else                               nextStage = "done";
         return reply(aiReply, nextStage);
@@ -294,7 +321,8 @@ router.post("/webhook/sms", async (req: Request, res: Response): Promise<any> =>
     const rescheduleStages: ConversationStage[] = [
       "asked_reschedule_confirm",          "asked_reschedule_preference",
       "asked_reschedule_asap",             "asked_reschedule_next_week",
-      "asked_reschedule_time",
+      "asked_reschedule_time",             "asked_reschedule_datetime",
+      "asked_reschedule_time_for_date",    "asked_reschedule_confirm_datetime",
     ];
     if (rescheduleStages.includes(stage)) {
       const { reply: aiReply, nextStage } = await runRescheduleStep(
@@ -412,6 +440,56 @@ router.post("/webhook/sms", async (req: Request, res: Response): Promise<any> =>
       return reply(aiReply, nextStage);
     }
 
+    // ── Stage: done → closing thank-you reply ────────────────────────────
+    // When the patient sends a thank-you / acknowledgement after the conversation
+    // is complete, reply warmly with their upcoming appointment time.
+    if (stage === "done") {
+      const isThanks = /\b(thank|thanks|thank you|ty|ok|okay|great|perfect|sounds good|got it|understood|alright|appreciate|wonderful|excellent|awesome|cool|nice|good)\b/i.test(Body);
+      if (isThanks) {
+        const apptDatetime = await getAppointmentDatetime(patient.id);
+        const CLOSING: Record<string, string> = {
+          English:          apptDatetime
+            ? `Thank you for choosing our office! We look forward to seeing you on ${apptDatetime}.`
+            : `Thank you for choosing our office! We look forward to seeing you soon.`,
+          Spanish:          apptDatetime
+            ? `¡Gracias por elegirnos! Le esperamos el ${apptDatetime}.`
+            : `¡Gracias por elegirnos! Le esperamos pronto.`,
+          Portuguese:       apptDatetime
+            ? `Obrigado por nos escolher! Aguardamos sua visita em ${apptDatetime}.`
+            : `Obrigado por nos escolher! Aguardamos sua visita em breve.`,
+          Mandarin:         apptDatetime
+            ? `感谢您选择我们！期待在 ${apptDatetime} 见到您。`
+            : `感谢您选择我们！期待很快见到您。`,
+          Cantonese:        apptDatetime
+            ? `感謝您選擇我們！期待在 ${apptDatetime} 見到您。`
+            : `感謝您選擇我們！期待很快見到您。`,
+          Arabic:           apptDatetime
+            ? `شكراً لاختيارك عيادتنا! نتطلع إلى رؤيتك في ${apptDatetime}.`
+            : `شكراً لاختيارك عيادتنا! نتطلع إلى رؤيتك قريباً.`,
+          "Haitian Creole": apptDatetime
+            ? `Mèsi dèske ou chwazi nou! N'ap tann ou ${apptDatetime}.`
+            : `Mèsi dèske ou chwazi nou! N'ap tann ou byento.`,
+        };
+        const fallback = CLOSING[language] ?? CLOSING["English"]!;
+        if (aiSettings?.apiKey && apptDatetime) {
+          try {
+            const { ChatGoogleGenerativeAI } = await import("@langchain/google-genai");
+            const llm = new ChatGoogleGenerativeAI({ model: "gemini-1.5-flash", apiKey: aiSettings.apiKey });
+            const res = await llm.invoke([
+              {
+                role: "system",
+                content: `You are a friendly dental office AI assistant. The patient just said "${Body}" after completing a conversation. Reply warmly in ${language}, thanking them for choosing the office and reminding them of their upcoming appointment on ${apptDatetime}. 1-2 sentences, no formatting.`,
+              },
+              { role: "user", content: Body },
+            ]);
+            const aiMsg = String(res.content).trim();
+            if (aiMsg) return reply(aiMsg, "done");
+          } catch { /* fall through to fallback */ }
+        }
+        return reply(fallback, "done");
+      }
+    }
+
     // ── Stage: initial (no active conversation) ───────────────────────────
     // Check after-hours: if enabled and currently outside office hours → start new-patient flow
     if (stage === "initial" || stage === "done") {

apps/Frontend/src/pages/appointments-page.tsx

@@ -27,6 +27,8 @@ import {
   Stethoscope,
   Download,
   MessageSquare,
+  Clock,
+  ExternalLink,
 } from "lucide-react";
 import { useToast } from "@/hooks/use-toast";
 import { Calendar } from "@/components/ui/calendar";
@@ -1681,6 +1683,53 @@ export default function AppointmentsPage() {
               </div>
             </div>
 
+            {/* Office Hours Summary */}
+            {(() => {
+              const dayNames = ["sunday","monday","tuesday","wednesday","thursday","friday","saturday"] as const;
+              const dayName = dayNames[selectedDate.getDay()]!;
+              const fmt = (t: string) => {
+                const [hh, mm] = t.split(":").map(Number);
+                const period = (hh ?? 0) >= 12 ? "PM" : "AM";
+                const h12 = (hh ?? 0) > 12 ? (hh ?? 0) - 12 : (hh ?? 0) === 0 ? 12 : (hh ?? 0);
+                return `${h12}:${String(mm ?? 0).padStart(2,"0")} ${period}`;
+              };
+              const doctorHours  = officeHours?.doctors?.[dayName];
+              const hygHours     = officeHours?.hygienists?.[dayName];
+              const isOverride   = officeHours?.overrideDates?.includes(selectedDate.toLocaleDateString("en-CA"));
+
+              return (
+                <div className="px-4 pb-3 flex items-center gap-4 flex-wrap text-xs text-gray-500 border-b">
+                  <div className="flex items-center gap-1.5 font-medium text-gray-700">
+                    <Clock className="h-3.5 w-3.5 text-teal-600" />
+                    <span>Office Hours</span>
+                    <button onClick={() => setLocation("/settings/officehours")} className="ml-1 text-teal-600 hover:text-teal-700" title="Edit office hours">
+                      <ExternalLink className="h-3 w-3" />
+                    </button>
+                  </div>
+                  {!officeHours ? (
+                    <span className="italic text-gray-400">Not configured — <button onClick={() => setLocation("/settings/officehours")} className="text-teal-600 underline">set up office hours</button></span>
+                  ) : isOverride ? (
+                    <span className="text-teal-600 font-medium">Override active — all slots open today</span>
+                  ) : (
+                    <>
+                      <span>
+                        <span className="font-medium text-gray-600">Doctors (A–C):</span>{" "}
+                        {doctorHours?.enabled
+                          ? `${fmt(doctorHours.amStart)}–${fmt(doctorHours.amEnd)}, ${fmt(doctorHours.pmStart)}–${fmt(doctorHours.pmEnd)}`
+                          : <span className="text-gray-400">Closed</span>}
+                      </span>
+                      <span>
+                        <span className="font-medium text-gray-600">Hygienists (D–F):</span>{" "}
+                        {hygHours?.enabled
+                          ? `${fmt(hygHours.amStart)}–${fmt(hygHours.amEnd)}, ${fmt(hygHours.pmStart)}–${fmt(hygHours.pmEnd)}`
+                          : <span className="text-gray-400">Closed</span>}
+                      </span>
+                    </>
+                  )}
+                </div>
+              );
+            })()}
+
             {/* Schedule Grid with Drag and Drop */}
             <DndProvider backend={HTML5Backend}>
               <div className="overflow-x-auto">