handle hotmail complaint during reply phase

app/config.py

@@ -338,6 +338,8 @@ AlERT_WRONG_MX_RECORD_CUSTOM_DOMAIN = "custom_domain_mx_record_issue"
 ALERT_DIRECTORY_DISABLED_ALIAS_CREATION = "alert_directory_disabled_alias_creation"
 
 ALERT_HOTMAIL_COMPLAINT = "alert_hotmail_complaint"
+ALERT_HOTMAIL_COMPLAINT_REPLY_PHASE = "alert_hotmail_complaint_reply_phase"
+ALERT_HOTMAIL_COMPLAINT_TRANSACTIONAL = "alert_hotmail_complaint_transactional"
 ALERT_YAHOO_COMPLAINT = "alert_yahoo_complaint"
 
 # <<<<< END ALERT EMAIL >>>>

email_handler.py

@@ -84,6 +84,8 @@ from app.config import (
     ALERT_HOTMAIL_COMPLAINT,
     ALERT_YAHOO_COMPLAINT,
     TEMP_DIR,
+    ALERT_HOTMAIL_COMPLAINT_TRANSACTIONAL,
+    ALERT_HOTMAIL_COMPLAINT_REPLY_PHASE,
 )
 from app.db import Session
 from app.email import status, headers
@@ -1399,6 +1401,38 @@ def handle_hotmail_complaint(msg: Message) -> bool:
         handle_hotmail_complain_for_transactional_email(user)
         return True
 
+    try:
+        _, from_address = parse_full_address(get_header_unicode(from_header))
+        alias = Alias.get_by(email=from_address)
+
+        # the email is during a reply phase, from=alias and to=destination
+        if alias:
+            user = alias.user
+            LOG.i(
+                "Hotmail complaint during reply phase %s -> %s, %s",
+                alias,
+                to_header,
+                user,
+            )
+            send_email_with_rate_control(
+                user,
+                ALERT_HOTMAIL_COMPLAINT_REPLY_PHASE,
+                user.email,
+                f"Hotmail abuse report",
+                render(
+                    "transactional/hotmail-complaint-reply-phase.txt.jinja2",
+                    user=user,
+                    alias=alias,
+                    destination=to_header,
+                ),
+                max_nb_alert=1,
+                nb_day=7,
+            )
+            return True
+
+    except ValueError:
+        LOG.w("Cannot parse %s", from_header)
+
     alias = None
 
     # try parsing the from header which might contain the reverse alias
@@ -1456,7 +1490,7 @@ def handle_hotmail_complain_for_transactional_email(user):
     """Handle the case when a transactional email is set as Spam by user or by HotMail"""
     send_email_with_rate_control(
         user,
-        ALERT_HOTMAIL_COMPLAINT,
+        ALERT_HOTMAIL_COMPLAINT_TRANSACTIONAL,
         user.email,
         f"Hotmail abuse report",
         render("transactional/hotmail-transactional-complaint.txt.jinja2", user=user),

templates/emails/transactional/hotmail-complaint-reply-phase.txt.jinja2

@@ -0,0 +1,14 @@
+Hi,
+
+This is SimpleLogin team.
+
+Hotmail has informed us about an email sent from your alias {{ alias.email }} to {{ destination }} that might have been considered as spam, either by the recipient or by their Hotmail spam filter.
+
+Please note that sending non-solicited from a SimpleLogin alias infringes our terms and condition as it  severely affects SimpleLogin email delivery.
+
+If somehow the recipient's Hotmail considers a forwarded email as Spam, it helps us a lot if you can ask them to move the email out of their Spam folder.
+
+Looking to hear back from you.
+
+Best,
+SimpleLogin Team.