From 7d09ccb0d743becbf08e7d0264713e4941625ac1 Mon Sep 17 00:00:00 2001
From: Carina Wollendorfer <30310907+CarinaWolli@users.noreply.github.com>
Date: Thu, 16 Nov 2023 17:51:30 +0100
Subject: [PATCH] fix: add sendgrid-specific header only for SendGrid smtp
 server (#11932)

Co-authored-by: CarinaWolli <wollencarina@gmail.com>
---
 packages/emails/templates/_base-email.ts  | 13 ++-----------
 packages/lib/getAdditionalEmailHeaders.ts | 21 +++++++++++++++++++++
 packages/lib/serverConfig.ts              |  3 +++
 3 files changed, 26 insertions(+), 11 deletions(-)
 create mode 100644 packages/lib/getAdditionalEmailHeaders.ts

diff --git a/packages/emails/templates/_base-email.ts b/packages/emails/templates/_base-email.ts
index 6aefdeffa3..51159a198d 100644
--- a/packages/emails/templates/_base-email.ts
+++ b/packages/emails/templates/_base-email.ts
@@ -48,17 +48,7 @@ export default class BaseEmail {
     const payload = this.getNodeMailerPayload();
     const parseSubject = z.string().safeParse(payload?.subject);
     const payloadWithUnEscapedSubject = {
-      headers: {
-        "X-SMTPAPI": JSON.stringify({
-          filters: {
-            bypass_list_management: {
-              settings: {
-                enable: 1,
-              },
-            },
-          },
-        }),
-      },
+      headers: this.getMailerOptions().headers,
       ...payload,
       ...(parseSubject.success && { subject: decodeHTML(parseSubject.data) }),
     };
@@ -84,6 +74,7 @@ export default class BaseEmail {
     return {
       transport: serverConfig.transport,
       from: serverConfig.from,
+      headers: serverConfig.headers,
     };
   }
 
diff --git a/packages/lib/getAdditionalEmailHeaders.ts b/packages/lib/getAdditionalEmailHeaders.ts
new file mode 100644
index 0000000000..4ef02f9292
--- /dev/null
+++ b/packages/lib/getAdditionalEmailHeaders.ts
@@ -0,0 +1,21 @@
+type EmailHostHeaders = {
+  [key: string]: {
+    [subKey: string]: string;
+  };
+};
+
+export function getAdditionalEmailHeaders(): EmailHostHeaders {
+  return {
+    "smtp.sendgrid.net": {
+      "X-SMTPAPI": JSON.stringify({
+        filters: {
+          bypass_list_management: {
+            settings: {
+              enable: 1,
+            },
+          },
+        },
+      }),
+    },
+  };
+}
diff --git a/packages/lib/serverConfig.ts b/packages/lib/serverConfig.ts
index 3e6d10993e..09feb75661 100644
--- a/packages/lib/serverConfig.ts
+++ b/packages/lib/serverConfig.ts
@@ -3,6 +3,8 @@ import type SMTPConnection from "nodemailer/lib/smtp-connection";
 
 import { isENVDev } from "@calcom/lib/env";
 
+import { getAdditionalEmailHeaders } from "./getAdditionalEmailHeaders";
+
 function detectTransport(): SendmailTransport.Options | SMTPConnection.Options | string {
   if (process.env.EMAIL_SERVER) {
     return process.env.EMAIL_SERVER;
@@ -41,4 +43,5 @@ function detectTransport(): SendmailTransport.Options | SMTPConnection.Options |
 export const serverConfig = {
   transport: detectTransport(),
   from: process.env.EMAIL_FROM,
+  headers: getAdditionalEmailHeaders()[process.env.EMAIL_SERVER_HOST || ""] || undefined,
 };