diff --git a/packages/emails/templates/organizer-add-guests-email.ts b/packages/emails/templates/organizer-add-guests-email.ts
index 6aac64614c..551a63988f 100644
--- a/packages/emails/templates/organizer-add-guests-email.ts
+++ b/packages/emails/templates/organizer-add-guests-email.ts
@@ -19,7 +19,8 @@ export default class OrganizerAddGuestsEmail extends OrganizerScheduledEmail {
       to: toAddresses.join(","),
       ...getReplyToHeader(
         this.calEvent,
-        this.calEvent.attendees.map(({ email }) => email)
+        this.calEvent.attendees.map(({ email }) => email),
+        true
       ),
       subject: `${this.t("guests_added_event_type_subject", {
         eventType: this.calEvent.type,
diff --git a/packages/emails/templates/organizer-daily-video-download-recording-email.ts b/packages/emails/templates/organizer-daily-video-download-recording-email.ts
index 9472b31ffa..e8db532ee6 100644
--- a/packages/emails/templates/organizer-daily-video-download-recording-email.ts
+++ b/packages/emails/templates/organizer-daily-video-download-recording-email.ts
@@ -26,7 +26,8 @@ export default class OrganizerDailyVideoDownloadRecordingEmail extends BaseEmail
       from: `${EMAIL_FROM_NAME} <${this.getMailerOptions().from}>`,
       ...getReplyToHeader(
         this.calEvent,
-        this.calEvent.attendees.map(({ email }) => email)
+        this.calEvent.attendees.map(({ email }) => email),
+        true
       ),
       subject: `${this.t("download_recording_subject", {
         title: this.calEvent.title,
diff --git a/packages/emails/templates/organizer-daily-video-download-transcript-email.ts b/packages/emails/templates/organizer-daily-video-download-transcript-email.ts
index 854ca60de2..c17b029032 100644
--- a/packages/emails/templates/organizer-daily-video-download-transcript-email.ts
+++ b/packages/emails/templates/organizer-daily-video-download-transcript-email.ts
@@ -38,7 +38,8 @@ export default class OrganizerDailyVideoDownloadTranscriptEmail extends BaseEmai
       from: `${EMAIL_FROM_NAME} <${this.getMailerOptions().from}>`,
       ...getReplyToHeader(
         this.calEvent,
-        this.calEvent.attendees.map(({ email }) => email)
+        this.calEvent.attendees.map(({ email }) => email),
+        true
       ),
       subject: `${this.t("download_transcript_email_subject", {
         title: this.calEvent.title,
diff --git a/packages/emails/templates/organizer-location-change-email.ts b/packages/emails/templates/organizer-location-change-email.ts
index fe6ccf1521..4724587801 100644
--- a/packages/emails/templates/organizer-location-change-email.ts
+++ b/packages/emails/templates/organizer-location-change-email.ts
@@ -19,7 +19,8 @@ export default class OrganizerLocationChangeEmail extends OrganizerScheduledEmai
       to: toAddresses.join(","),
       ...getReplyToHeader(
         this.calEvent,
-        this.calEvent.attendees.map(({ email }) => email)
+        this.calEvent.attendees.map(({ email }) => email),
+        true
       ),
       subject: `${this.t("location_changed_event_type_subject", {
         eventType: this.calEvent.type,
diff --git a/packages/emails/templates/organizer-request-email.ts b/packages/emails/templates/organizer-request-email.ts
index 8d20987b37..d17040035c 100644
--- a/packages/emails/templates/organizer-request-email.ts
+++ b/packages/emails/templates/organizer-request-email.ts
@@ -24,7 +24,8 @@ export default class OrganizerRequestEmail extends OrganizerScheduledEmail {
       to: toAddresses.join(","),
       ...getReplyToHeader(
         this.calEvent,
-        this.calEvent.attendees.map(({ email }) => email)
+        this.calEvent.attendees.map(({ email }) => email),
+        true
       ),
       subject: `${this.t("awaiting_approval")}: ${this.calEvent.title}`,
       html: await this.getHtmlRequestEmail(template, this.calEvent, this.calEvent.organizer),
diff --git a/packages/emails/templates/organizer-request-reminder-email.ts b/packages/emails/templates/organizer-request-reminder-email.ts
index c7b6392441..12f48d3815 100644
--- a/packages/emails/templates/organizer-request-reminder-email.ts
+++ b/packages/emails/templates/organizer-request-reminder-email.ts
@@ -13,7 +13,8 @@ export default class OrganizerRequestReminderEmail extends OrganizerRequestEmail
       to: toAddresses.join(","),
       ...getReplyToHeader(
         this.calEvent,
-        this.calEvent.attendees.map(({ email }) => email)
+        this.calEvent.attendees.map(({ email }) => email),
+        true
       ),
       subject: `${this.t("event_awaiting_approval_subject", {
         title: this.calEvent.title,
diff --git a/packages/emails/templates/organizer-rescheduled-email.ts b/packages/emails/templates/organizer-rescheduled-email.ts
index e6cff8828b..6456cd3e5b 100644
--- a/packages/emails/templates/organizer-rescheduled-email.ts
+++ b/packages/emails/templates/organizer-rescheduled-email.ts
@@ -19,7 +19,8 @@ export default class OrganizerRescheduledEmail extends OrganizerScheduledEmail {
       to: toAddresses.join(","),
       ...getReplyToHeader(
         this.calEvent,
-        this.calEvent.attendees.map(({ email }) => email)
+        this.calEvent.attendees.map(({ email }) => email),
+        true
       ),
       subject: `${this.calEvent.organizer.language.translate("event_type_has_been_rescheduled_on_time_date", {
         title: this.calEvent.title,
diff --git a/packages/emails/templates/organizer-scheduled-email.ts b/packages/emails/templates/organizer-scheduled-email.ts
index c346597de7..88f201e030 100644
--- a/packages/emails/templates/organizer-scheduled-email.ts
+++ b/packages/emails/templates/organizer-scheduled-email.ts
@@ -52,7 +52,8 @@ export default class OrganizerScheduledEmail extends BaseEmail {
       to: toAddresses.join(","),
       ...getReplyToHeader(
         this.calEvent,
-        this.calEvent.attendees.map(({ email }) => email)
+        this.calEvent.attendees.map(({ email }) => email),
+        true
       ),
       subject: `${this.newSeat ? `${this.t("new_attendee")}: ` : ""}${this.calEvent.title}`,
       html: await this.getHtml(
diff --git a/packages/lib/getReplyToEmail.ts b/packages/lib/getReplyToEmail.ts
index 67b430e302..3331d14c57 100644
--- a/packages/lib/getReplyToEmail.ts
+++ b/packages/lib/getReplyToEmail.ts
@@ -3,6 +3,17 @@ import type { CalendarEvent } from "@calcom/types/Calendar";
 /**
  * Returns the reply-to email address to use, with fallback to organizer's email
  */
-export const getReplyToEmail = (calEvent: Pick<CalendarEvent, "customReplyToEmail" | "organizer">) => {
-  return calEvent.customReplyToEmail || calEvent.organizer.email;
+export const getReplyToEmail = (
+  calEvent: Pick<CalendarEvent, "customReplyToEmail" | "organizer">,
+  excludeOrganizerEmail?: boolean
+) => {
+  if (calEvent.customReplyToEmail) {
+    return calEvent.customReplyToEmail;
+  }
+
+  if (excludeOrganizerEmail) {
+    return null;
+  }
+
+  return calEvent.organizer.email;
 };
diff --git a/packages/lib/getReplyToHeader.ts b/packages/lib/getReplyToHeader.ts
index c32073844b..22b3425e3e 100644
--- a/packages/lib/getReplyToHeader.ts
+++ b/packages/lib/getReplyToHeader.ts
@@ -2,15 +2,32 @@ import type { CalendarEvent } from "@calcom/types/Calendar";
 
 import { getReplyToEmail } from "./getReplyToEmail";
 
-export function getReplyToHeader(calEvent: CalendarEvent, additionalEmails?: string | string[]) {
+export function getReplyToHeader(
+  calEvent: CalendarEvent,
+  additionalEmails?: string | string[],
+  excludeOrganizerEmail?: boolean
+) {
   if (calEvent.hideOrganizerEmail) return {};
 
-  const replyToEmail = getReplyToEmail(calEvent);
-  const replyTo = additionalEmails
-    ? Array.isArray(additionalEmails)
-      ? [...additionalEmails, replyToEmail]
-      : [additionalEmails, replyToEmail]
-    : replyToEmail;
+  const replyToEmail = getReplyToEmail(calEvent, excludeOrganizerEmail);
+  const emailArray: string[] = [];
 
+  if (additionalEmails) {
+    if (Array.isArray(additionalEmails)) {
+      emailArray.push(...additionalEmails);
+    } else {
+      emailArray.push(additionalEmails);
+    }
+  }
+
+  if (replyToEmail) {
+    emailArray.push(replyToEmail);
+  }
+
+  if (emailArray.length === 0) {
+    return {};
+  }
+
+  const replyTo = emailArray.length === 1 ? emailArray[0] : emailArray;
   return { replyTo };
 }