4.45.0

app/app/admin_model.py

@@ -46,7 +46,8 @@ class SLModelView(sqla.ModelView):
 
     def inaccessible_callback(self, name, **kwargs):
         # redirect to login page if user doesn't have access
-        return redirect(url_for("auth.login", next=request.url))
+        flash("You don't have access to the admin page", "error")
+        return redirect(url_for("dashboard.index", next=request.url))
 
     def on_model_change(self, form, model, is_created):
         changes = {}

app/app/alias_utils.py

@@ -25,6 +25,12 @@ from app.email_utils import (
     render,
 )
 from app.errors import AliasInTrashError
+from app.events.event_dispatcher import EventDispatcher
+from app.events.generated.event_pb2 import (
+    AliasDeleted,
+    AliasStatusChanged,
+    EventContent,
+)
 from app.log import LOG
 from app.models import (
     Alias,
@@ -334,6 +340,10 @@ def delete_alias(alias: Alias, user: User):
     Alias.filter(Alias.id == alias.id).delete()
     Session.commit()
 
+    EventDispatcher.send_event(
+        user, EventContent(alias_deleted=AliasDeleted(alias_id=alias.id))
+    )
+
 
 def aliases_for_mailbox(mailbox: Mailbox) -> [Alias]:
     """
@@ -459,3 +469,16 @@ def transfer_alias(alias, new_user, new_mailboxes: [Mailbox]):
     alias.pinned = False
 
     Session.commit()
+
+
+def change_alias_status(alias: Alias, enabled: bool, commit: bool = False):
+    LOG.i(f"Changing alias {alias} enabled to {enabled}")
+    alias.enabled = enabled
+
+    event = AliasStatusChanged(
+        alias_id=alias.id, alias_email=alias.email, enabled=enabled
+    )
+    EventDispatcher.send_event(alias.user, EventContent(alias_status_change=event))
+
+    if commit:
+        Session.commit()

app/app/api/views/alias.py

@@ -25,6 +25,7 @@ from app.errors import (
     ErrAddressInvalid,
 )
 from app.extensions import limiter
+from app.log import LOG
 from app.models import Alias, Contact, Mailbox, AliasMailbox
 
 
@@ -184,7 +185,8 @@ def toggle_alias(alias_id):
     if not alias or alias.user_id != user.id:
         return jsonify(error="Forbidden"), 403
 
-    alias.enabled = not alias.enabled
+    alias_utils.change_alias_status(alias, enabled=not alias.enabled)
+    LOG.i(f"User {user} changed alias {alias} enabled status to {alias.enabled}")
     Session.commit()
 
     return jsonify(enabled=alias.enabled), 200

app/app/config.py

@@ -281,6 +281,7 @@ JOB_DELETE_MAILBOX = "delete-mailbox"
 JOB_DELETE_DOMAIN = "delete-domain"
 JOB_SEND_USER_REPORT = "send-user-report"
 JOB_SEND_PROTON_WELCOME_1 = "proton-welcome-1"
+JOB_SEND_ALIAS_CREATION_EVENTS = "send-alias-creation-events"
 
 # for pagination
 PAGE_LIMIT = 20
@@ -429,7 +430,7 @@ except Exception:
     HIBP_SCAN_INTERVAL_DAYS = 7
 HIBP_API_KEYS = sl_getenv("HIBP_API_KEYS", list) or []
 HIBP_MAX_ALIAS_CHECK = 10_000
-HIBP_RPM = 100
+HIBP_RPM = int(os.environ.get("HIBP_API_RPM", 100))
 HIBP_SKIP_PARTNER_ALIAS = os.environ.get("HIBP_SKIP_PARTNER_ALIAS")
 
 KEEP_OLD_DATA_DAYS = 30
@@ -581,3 +582,9 @@ UPCLOUD_PASSWORD = os.environ.get("UPCLOUD_PASSWORD", None)
 UPCLOUD_DB_ID = os.environ.get("UPCLOUD_DB_ID", None)
 
 STORE_TRANSACTIONAL_EMAILS = "STORE_TRANSACTIONAL_EMAILS" in os.environ
+
+EVENT_WEBHOOK = os.environ.get("EVENT_WEBHOOK", None)
+
+# We want it disabled by default, so only skip if defined
+EVENT_WEBHOOK_SKIP_VERIFY_SSL = "EVENT_WEBHOOK_SKIP_VERIFY_SSL" in os.environ
+EVENT_WEBHOOK_DISABLE = "EVENT_WEBHOOK_DISABLE" in os.environ

app/app/dashboard/views/index.py

@@ -146,7 +146,7 @@ def index():
                 alias_utils.delete_alias(alias, current_user)
                 flash(f"Alias {email} has been deleted", "success")
             elif request.form.get("form-name") == "disable-alias":
-                alias.enabled = False
+                alias_utils.change_alias_status(alias, enabled=False)
                 Session.commit()
                 flash(f"Alias {alias.email} has been disabled", "success")
 

app/app/dashboard/views/unsubscribe.py

@@ -8,6 +8,7 @@ from app.db import Session
 from flask import redirect, url_for, flash, request, render_template
 from flask_login import login_required, current_user
 
+from app import alias_utils
 from app.dashboard.base import dashboard_bp
 from app.handler.unsubscribe_encoder import UnsubscribeAction
 from app.handler.unsubscribe_handler import UnsubscribeHandler
@@ -31,7 +32,7 @@ def unsubscribe(alias_id):
 
     # automatic unsubscribe, according to https://tools.ietf.org/html/rfc8058
     if request.method == "POST":
-        alias.enabled = False
+        alias_utils.change_alias_status(alias, False)
         flash(f"Alias {alias.email} has been blocked", "success")
         Session.commit()
 

app/app/events/event_dispatcher.py

@@ -0,0 +1,66 @@
+from abc import ABC, abstractmethod
+from app import config
+from app.db import Session
+from app.errors import ProtonPartnerNotSetUp
+from app.events.generated import event_pb2
+from app.models import User, PartnerUser, SyncEvent
+from app.proton.utils import get_proton_partner
+from typing import Optional
+
+NOTIFICATION_CHANNEL = "simplelogin_sync_events"
+
+
+class Dispatcher(ABC):
+    @abstractmethod
+    def send(self, event: bytes):
+        pass
+
+
+class PostgresDispatcher(Dispatcher):
+    def send(self, event: bytes):
+        instance = SyncEvent.create(content=event, flush=True)
+        Session.execute(f"NOTIFY {NOTIFICATION_CHANNEL}, '{instance.id}';")
+
+    @staticmethod
+    def get():
+        return PostgresDispatcher()
+
+
+class EventDispatcher:
+    @staticmethod
+    def send_event(
+        user: User,
+        content: event_pb2.EventContent,
+        dispatcher: Dispatcher = PostgresDispatcher.get(),
+        skip_if_webhook_missing: bool = True,
+    ):
+        if config.EVENT_WEBHOOK_DISABLE:
+            return
+
+        if not config.EVENT_WEBHOOK and skip_if_webhook_missing:
+            return
+
+        partner_user = EventDispatcher.__partner_user(user.id)
+        if not partner_user:
+            return
+
+        event = event_pb2.Event(
+            user_id=user.id,
+            external_user_id=partner_user.external_user_id,
+            partner_id=partner_user.partner_id,
+            content=content,
+        )
+
+        serialized = event.SerializeToString()
+        dispatcher.send(serialized)
+
+    @staticmethod
+    def __partner_user(user_id: int) -> Optional[PartnerUser]:
+        # Check if the current user has a partner_id
+        try:
+            proton_partner_id = get_proton_partner().id
+        except ProtonPartnerNotSetUp:
+            return None
+
+        # It has. Retrieve the information for the PartnerUser
+        return PartnerUser.get_by(user_id=user_id, partner_id=proton_partner_id)

app/app/events/generated/event_pb2.py

@@ -0,0 +1,50 @@
+# -*- coding: utf-8 -*-
+# Generated by the protocol buffer compiler.  DO NOT EDIT!
+# NO CHECKED-IN PROTOBUF GENCODE
+# source: event.proto
+# Protobuf Python Version: 5.27.0
+"""Generated protocol buffer code."""
+from google.protobuf import descriptor as _descriptor
+from google.protobuf import descriptor_pool as _descriptor_pool
+from google.protobuf import runtime_version as _runtime_version
+from google.protobuf import symbol_database as _symbol_database
+from google.protobuf.internal import builder as _builder
+_runtime_version.ValidateProtobufRuntimeVersion(
+    _runtime_version.Domain.PUBLIC,
+    5,
+    27,
+    0,
+    '',
+    'event.proto'
+)
+# @@protoc_insertion_point(imports)
+
+_sym_db = _symbol_database.Default()
+
+
+
+
+DESCRIPTOR = _descriptor_pool.Default().AddSerializedFile(b'\n\x0b\x65vent.proto\x12\x12simplelogin_events\"(\n\x0fUserPlanChanged\x12\x15\n\rplan_end_time\x18\x01 \x01(\r\"\r\n\x0bUserDeleted\"Z\n\x0c\x41liasCreated\x12\x10\n\x08\x61lias_id\x18\x01 \x01(\r\x12\x13\n\x0b\x61lias_email\x18\x02 \x01(\t\x12\x12\n\nalias_note\x18\x03 \x01(\t\x12\x0f\n\x07\x65nabled\x18\x04 \x01(\x08\"L\n\x12\x41liasStatusChanged\x12\x10\n\x08\x61lias_id\x18\x01 \x01(\r\x12\x13\n\x0b\x61lias_email\x18\x02 \x01(\t\x12\x0f\n\x07\x65nabled\x18\x03 \x01(\x08\"5\n\x0c\x41liasDeleted\x12\x10\n\x08\x61lias_id\x18\x01 \x01(\r\x12\x13\n\x0b\x61lias_email\x18\x02 \x01(\t\"D\n\x10\x41liasCreatedList\x12\x30\n\x06\x65vents\x18\x01 \x03(\x0b\x32 .simplelogin_events.AliasCreated\"\x93\x03\n\x0c\x45ventContent\x12?\n\x10user_plan_change\x18\x01 \x01(\x0b\x32#.simplelogin_events.UserPlanChangedH\x00\x12\x37\n\x0cuser_deleted\x18\x02 \x01(\x0b\x32\x1f.simplelogin_events.UserDeletedH\x00\x12\x39\n\ralias_created\x18\x03 \x01(\x0b\x32 .simplelogin_events.AliasCreatedH\x00\x12\x45\n\x13\x61lias_status_change\x18\x04 \x01(\x0b\x32&.simplelogin_events.AliasStatusChangedH\x00\x12\x39\n\ralias_deleted\x18\x05 \x01(\x0b\x32 .simplelogin_events.AliasDeletedH\x00\x12\x41\n\x11\x61lias_create_list\x18\x06 \x01(\x0b\x32$.simplelogin_events.AliasCreatedListH\x00\x42\t\n\x07\x63ontent\"y\n\x05\x45vent\x12\x0f\n\x07user_id\x18\x01 \x01(\r\x12\x18\n\x10\x65xternal_user_id\x18\x02 \x01(\t\x12\x12\n\npartner_id\x18\x03 \x01(\r\x12\x31\n\x07\x63ontent\x18\x04 \x01(\x0b\x32 .simplelogin_events.EventContentb\x06proto3')
+
+_globals = globals()
+_builder.BuildMessageAndEnumDescriptors(DESCRIPTOR, _globals)
+_builder.BuildTopDescriptorsAndMessages(DESCRIPTOR, 'event_pb2', _globals)
+if not _descriptor._USE_C_DESCRIPTORS:
+  DESCRIPTOR._loaded_options = None
+  _globals['_USERPLANCHANGED']._serialized_start=35
+  _globals['_USERPLANCHANGED']._serialized_end=75
+  _globals['_USERDELETED']._serialized_start=77
+  _globals['_USERDELETED']._serialized_end=90
+  _globals['_ALIASCREATED']._serialized_start=92
+  _globals['_ALIASCREATED']._serialized_end=182
+  _globals['_ALIASSTATUSCHANGED']._serialized_start=184
+  _globals['_ALIASSTATUSCHANGED']._serialized_end=260
+  _globals['_ALIASDELETED']._serialized_start=262
+  _globals['_ALIASDELETED']._serialized_end=315
+  _globals['_ALIASCREATEDLIST']._serialized_start=317
+  _globals['_ALIASCREATEDLIST']._serialized_end=385
+  _globals['_EVENTCONTENT']._serialized_start=388
+  _globals['_EVENTCONTENT']._serialized_end=791
+  _globals['_EVENT']._serialized_start=793
+  _globals['_EVENT']._serialized_end=914
+# @@protoc_insertion_point(module_scope)

app/app/events/generated/event_pb2.pyi

@@ -0,0 +1,80 @@
+from google.protobuf.internal import containers as _containers
+from google.protobuf import descriptor as _descriptor
+from google.protobuf import message as _message
+from typing import ClassVar as _ClassVar, Iterable as _Iterable, Mapping as _Mapping, Optional as _Optional, Union as _Union
+
+DESCRIPTOR: _descriptor.FileDescriptor
+
+class UserPlanChanged(_message.Message):
+    __slots__ = ("plan_end_time",)
+    PLAN_END_TIME_FIELD_NUMBER: _ClassVar[int]
+    plan_end_time: int
+    def __init__(self, plan_end_time: _Optional[int] = ...) -> None: ...
+
+class UserDeleted(_message.Message):
+    __slots__ = ()
+    def __init__(self) -> None: ...
+
+class AliasCreated(_message.Message):
+    __slots__ = ("alias_id", "alias_email", "alias_note", "enabled")
+    ALIAS_ID_FIELD_NUMBER: _ClassVar[int]
+    ALIAS_EMAIL_FIELD_NUMBER: _ClassVar[int]
+    ALIAS_NOTE_FIELD_NUMBER: _ClassVar[int]
+    ENABLED_FIELD_NUMBER: _ClassVar[int]
+    alias_id: int
+    alias_email: str
+    alias_note: str
+    enabled: bool
+    def __init__(self, alias_id: _Optional[int] = ..., alias_email: _Optional[str] = ..., alias_note: _Optional[str] = ..., enabled: bool = ...) -> None: ...
+
+class AliasStatusChanged(_message.Message):
+    __slots__ = ("alias_id", "alias_email", "enabled")
+    ALIAS_ID_FIELD_NUMBER: _ClassVar[int]
+    ALIAS_EMAIL_FIELD_NUMBER: _ClassVar[int]
+    ENABLED_FIELD_NUMBER: _ClassVar[int]
+    alias_id: int
+    alias_email: str
+    enabled: bool
+    def __init__(self, alias_id: _Optional[int] = ..., alias_email: _Optional[str] = ..., enabled: bool = ...) -> None: ...
+
+class AliasDeleted(_message.Message):
+    __slots__ = ("alias_id", "alias_email")
+    ALIAS_ID_FIELD_NUMBER: _ClassVar[int]
+    ALIAS_EMAIL_FIELD_NUMBER: _ClassVar[int]
+    alias_id: int
+    alias_email: str
+    def __init__(self, alias_id: _Optional[int] = ..., alias_email: _Optional[str] = ...) -> None: ...
+
+class AliasCreatedList(_message.Message):
+    __slots__ = ("events",)
+    EVENTS_FIELD_NUMBER: _ClassVar[int]
+    events: _containers.RepeatedCompositeFieldContainer[AliasCreated]
+    def __init__(self, events: _Optional[_Iterable[_Union[AliasCreated, _Mapping]]] = ...) -> None: ...
+
+class EventContent(_message.Message):
+    __slots__ = ("user_plan_change", "user_deleted", "alias_created", "alias_status_change", "alias_deleted", "alias_create_list")
+    USER_PLAN_CHANGE_FIELD_NUMBER: _ClassVar[int]
+    USER_DELETED_FIELD_NUMBER: _ClassVar[int]
+    ALIAS_CREATED_FIELD_NUMBER: _ClassVar[int]
+    ALIAS_STATUS_CHANGE_FIELD_NUMBER: _ClassVar[int]
+    ALIAS_DELETED_FIELD_NUMBER: _ClassVar[int]
+    ALIAS_CREATE_LIST_FIELD_NUMBER: _ClassVar[int]
+    user_plan_change: UserPlanChanged
+    user_deleted: UserDeleted
+    alias_created: AliasCreated
+    alias_status_change: AliasStatusChanged
+    alias_deleted: AliasDeleted
+    alias_create_list: AliasCreatedList
+    def __init__(self, user_plan_change: _Optional[_Union[UserPlanChanged, _Mapping]] = ..., user_deleted: _Optional[_Union[UserDeleted, _Mapping]] = ..., alias_created: _Optional[_Union[AliasCreated, _Mapping]] = ..., alias_status_change: _Optional[_Union[AliasStatusChanged, _Mapping]] = ..., alias_deleted: _Optional[_Union[AliasDeleted, _Mapping]] = ..., alias_create_list: _Optional[_Union[AliasCreatedList, _Mapping]] = ...) -> None: ...
+
+class Event(_message.Message):
+    __slots__ = ("user_id", "external_user_id", "partner_id", "content")
+    USER_ID_FIELD_NUMBER: _ClassVar[int]
+    EXTERNAL_USER_ID_FIELD_NUMBER: _ClassVar[int]
+    PARTNER_ID_FIELD_NUMBER: _ClassVar[int]
+    CONTENT_FIELD_NUMBER: _ClassVar[int]
+    user_id: int
+    external_user_id: str
+    partner_id: int
+    content: EventContent
+    def __init__(self, user_id: _Optional[int] = ..., external_user_id: _Optional[str] = ..., partner_id: _Optional[int] = ..., content: _Optional[_Union[EventContent, _Mapping]] = ...) -> None: ...

app/app/handler/unsubscribe_handler.py

@@ -5,6 +5,7 @@ from typing import Optional
 from aiosmtpd.smtp import Envelope
 
 from app import config
+from app import alias_utils
 from app.db import Session
 from app.email import headers, status
 from app.email_utils import (
@@ -101,7 +102,8 @@ class UnsubscribeHandler:
             mailbox.email, alias
         ):
             return status.E509
-        alias.enabled = False
+        LOG.i(f"User disabled alias {alias} via unsubscribe header")
+        alias_utils.change_alias_status(alias, enabled=False)
         Session.commit()
         enable_alias_url = config.URL + f"/dashboard/?highlight_alias_id={alias.id}"
         for mailbox in alias.mailboxes:

app/app/jobs/event_jobs.py

@@ -0,0 +1,40 @@
+from app.events.event_dispatcher import EventDispatcher, Dispatcher
+from app.events.generated.event_pb2 import EventContent, AliasCreated, AliasCreatedList
+from app.log import LOG
+from app.models import User, Alias
+
+
+def send_alias_creation_events_for_user(
+    user: User, dispatcher: Dispatcher, chunk_size=50
+):
+    if user.disabled:
+        LOG.i("User {user} is disabled. Skipping sending events for that user")
+        return
+    chunk_size = min(chunk_size, 50)
+    event_list = []
+    for alias in (
+        Alias.yield_per_query(chunk_size)
+        .filter_by(user_id=user.id)
+        .order_by(Alias.id.asc())
+    ):
+        event_list.append(
+            AliasCreated(
+                alias_id=alias.id,
+                alias_email=alias.email,
+                alias_note=alias.note,
+                enabled=alias.enabled,
+            )
+        )
+        if len(event_list) >= chunk_size:
+            EventDispatcher.send_event(
+                user,
+                EventContent(alias_create_list=AliasCreatedList(events=event_list)),
+                dispatcher=dispatcher,
+            )
+            event_list = []
+    if len(event_list) > 0:
+        EventDispatcher.send_event(
+            user,
+            EventContent(alias_create_list=AliasCreatedList(events=event_list)),
+            dispatcher=dispatcher,
+        )

app/app/models.py

@@ -657,6 +657,21 @@ class User(Base, ModelMixin, UserMixin, PasswordOracle):
 
         return user
 
+    @classmethod
+    def delete(cls, obj_id, commit=False):
+        # Internal import to avoid global import cycles
+        from app.events.event_dispatcher import EventDispatcher
+        from app.events.generated.event_pb2 import UserDeleted, EventContent
+
+        user: User = cls.get(obj_id)
+        EventDispatcher.send_event(user, EventContent(user_deleted=UserDeleted()))
+
+        res = super(User, cls).delete(obj_id)
+        if commit:
+            Session.commit()
+
+        return res
+
     def get_active_subscription(
         self, include_partner_subscription: bool = True
     ) -> Optional[
@@ -1619,6 +1634,18 @@ class Alias(Base, ModelMixin):
         Session.add(new_alias)
         DailyMetric.get_or_create_today_metric().nb_alias += 1
 
+        # Internal import to avoid global import cycles
+        from app.events.event_dispatcher import EventDispatcher
+        from app.events.generated.event_pb2 import AliasCreated, EventContent
+
+        event = AliasCreated(
+            alias_id=new_alias.id,
+            alias_email=new_alias.email,
+            alias_note=new_alias.note,
+            enabled=True,
+        )
+        EventDispatcher.send_event(user, EventContent(alias_created=event))
+
         if commit:
             Session.commit()
 
@@ -3648,3 +3675,52 @@ class ApiToCookieToken(Base, ModelMixin):
         code = secrets.token_urlsafe(32)
 
         return super().create(code=code, **kwargs)
+
+
+class SyncEvent(Base, ModelMixin):
+    """This model holds the events that need to be sent to the webhook"""
+
+    __tablename__ = "sync_event"
+    content = sa.Column(sa.LargeBinary, unique=False, nullable=False)
+    taken_time = sa.Column(
+        ArrowType, default=None, nullable=True, server_default=None, index=True
+    )
+
+    __table_args__ = (
+        sa.Index("ix_sync_event_created_at", "created_at"),
+        sa.Index("ix_sync_event_taken_time", "taken_time"),
+    )
+
+    def mark_as_taken(self) -> bool:
+        sql = """
+        UPDATE sync_event
+        SET taken_time = :taken_time
+        WHERE id = :sync_event_id
+          AND taken_time IS NULL
+        """
+        args = {"taken_time": arrow.now().datetime, "sync_event_id": self.id}
+
+        res = Session.execute(sql, args)
+        Session.commit()
+
+        return res.rowcount > 0
+
+    @classmethod
+    def get_dead_letter(cls, older_than: Arrow) -> [SyncEvent]:
+        return (
+            SyncEvent.filter(
+                (
+                    (
+                        SyncEvent.taken_time.isnot(None)
+                        & (SyncEvent.taken_time < older_than)
+                    )
+                    | (
+                        SyncEvent.taken_time.is_(None)
+                        & (SyncEvent.created_at < older_than)
+                    )
+                )
+            )
+            .order_by(SyncEvent.id)
+            .limit(100)
+            .all()
+        )

app/app/subscription_webhook.py

@@ -2,6 +2,8 @@ import requests
 from requests import RequestException
 
 from app import config
+from app.events.event_dispatcher import EventDispatcher
+from app.events.generated.event_pb2 import EventContent, UserPlanChanged
 from app.log import LOG
 from app.models import User
 
@@ -31,3 +33,6 @@ def execute_subscription_webhook(user: User):
             )
     except RequestException as e:
         LOG.error(f"Subscription request exception: {e}")
+
+    event = UserPlanChanged(plan_end_time=sl_subscription_end)
+    EventDispatcher.send_event(user, EventContent(user_plan_change=event))

app/email_handler.py

@@ -53,7 +53,7 @@ from flanker.addresslib.address import EmailAddress
 from sqlalchemy.exc import IntegrityError
 
 from app import pgp_utils, s3, config
-from app.alias_utils import try_auto_create
+from app.alias_utils import try_auto_create, change_alias_status
 from app.config import (
     EMAIL_DOMAIN,
     URL,
@@ -1585,7 +1585,7 @@ def handle_bounce_forward_phase(msg: Message, email_log: EmailLog):
         LOG.w(
             f"Disable alias {alias} because {reason}. {alias.mailboxes} {alias.user}. Last contact {contact}"
         )
-        alias.enabled = False
+        change_alias_status(alias, enabled=False)
 
         Notification.create(
             user_id=user.id,

app/event_listener.py

@@ -0,0 +1,64 @@
+import argparse
+from enum import Enum
+from sys import argv, exit
+
+from app.config import DB_URI
+from app.log import LOG
+from events.runner import Runner
+from events.event_source import DeadLetterEventSource, PostgresEventSource
+from events.event_sink import ConsoleEventSink, HttpEventSink
+
+
+class Mode(Enum):
+    DEAD_LETTER = "dead_letter"
+    LISTENER = "listener"
+
+    @staticmethod
+    def from_str(value: str):
+        if value == Mode.DEAD_LETTER.value:
+            return Mode.DEAD_LETTER
+        elif value == Mode.LISTENER.value:
+            return Mode.LISTENER
+        else:
+            raise ValueError(f"Invalid mode: {value}")
+
+
+def main(mode: Mode, dry_run: bool):
+    if mode == Mode.DEAD_LETTER:
+        LOG.i("Using DeadLetterEventSource")
+        source = DeadLetterEventSource()
+    elif mode == Mode.LISTENER:
+        LOG.i("Using PostgresEventSource")
+        source = PostgresEventSource(DB_URI)
+    else:
+        raise ValueError(f"Invalid mode: {mode}")
+
+    if dry_run:
+        LOG.i("Starting with ConsoleEventSink")
+        sink = ConsoleEventSink()
+    else:
+        LOG.i("Starting with HttpEventSink")
+        sink = HttpEventSink()
+
+    runner = Runner(source=source, sink=sink)
+    runner.run()
+
+
+def args():
+    parser = argparse.ArgumentParser(description="Run event listener")
+    parser.add_argument(
+        "mode",
+        help="Mode to run",
+        choices=[Mode.DEAD_LETTER.value, Mode.LISTENER.value],
+    )
+    parser.add_argument("--dry-run", help="Dry run mode", action="store_true")
+    return parser.parse_args()
+
+
+if __name__ == "__main__":
+    if len(argv) < 2:
+        print("Invalid usage. Pass 'listener' or 'dead_letter' as argument")
+        exit(1)
+
+    args = args()
+    main(Mode.from_str(args.mode), args.dry_run)

app/events/event_sink.py

@@ -0,0 +1,42 @@
+import requests
+
+from abc import ABC, abstractmethod
+from app.config import EVENT_WEBHOOK, EVENT_WEBHOOK_SKIP_VERIFY_SSL
+from app.log import LOG
+from app.models import SyncEvent
+
+
+class EventSink(ABC):
+    @abstractmethod
+    def process(self, event: SyncEvent) -> bool:
+        pass
+
+
+class HttpEventSink(EventSink):
+    def process(self, event: SyncEvent) -> bool:
+        if not EVENT_WEBHOOK:
+            LOG.warning("Skipping sending event because there is no webhook configured")
+            return False
+
+        LOG.info(f"Sending event {event.id} to {EVENT_WEBHOOK}")
+
+        res = requests.post(
+            url=EVENT_WEBHOOK,
+            data=event.content,
+            headers={"Content-Type": "application/x-protobuf"},
+            verify=not EVENT_WEBHOOK_SKIP_VERIFY_SSL,
+        )
+        if res.status_code != 200:
+            LOG.warning(
+                f"Failed to send event to webhook: {res.status_code} {res.text}"
+            )
+            return False
+        else:
+            LOG.info(f"Event {event.id} sent successfully to webhook")
+            return True
+
+
+class ConsoleEventSink(EventSink):
+    def process(self, event: SyncEvent) -> bool:
+        LOG.info(f"Handling event {event.id}")
+        return True

app/events/event_source.py

@@ -0,0 +1,100 @@
+import arrow
+import newrelic.agent
+import psycopg2
+import select
+
+from abc import ABC, abstractmethod
+from app.log import LOG
+from app.models import SyncEvent
+from app.events.event_dispatcher import NOTIFICATION_CHANNEL
+from time import sleep
+from typing import Callable, NoReturn
+
+_DEAD_LETTER_THRESHOLD_MINUTES = 10
+_DEAD_LETTER_INTERVAL_SECONDS = 30
+
+_POSTGRES_RECONNECT_INTERVAL_SECONDS = 5
+
+
+class EventSource(ABC):
+    @abstractmethod
+    def run(self, on_event: Callable[[SyncEvent], NoReturn]):
+        pass
+
+
+class PostgresEventSource(EventSource):
+    def __init__(self, connection_string: str):
+        self.__connection_string = connection_string
+        self.__connect()
+
+    def run(self, on_event: Callable[[SyncEvent], NoReturn]):
+        while True:
+            try:
+                self.__listen(on_event)
+            except Exception as e:
+                LOG.warn(f"Error listening to events: {e}")
+                sleep(_POSTGRES_RECONNECT_INTERVAL_SECONDS)
+                self.__connect()
+
+    def __listen(self, on_event: Callable[[SyncEvent], NoReturn]):
+        self.__connection.set_isolation_level(
+            psycopg2.extensions.ISOLATION_LEVEL_AUTOCOMMIT
+        )
+
+        cursor = self.__connection.cursor()
+        cursor.execute(f"LISTEN {NOTIFICATION_CHANNEL};")
+
+        while True:
+            if select.select([self.__connection], [], [], 5) != ([], [], []):
+                self.__connection.poll()
+                while self.__connection.notifies:
+                    notify = self.__connection.notifies.pop(0)
+                    LOG.debug(
+                        f"Got NOTIFY: pid={notify.pid} channel={notify.channel} payload={notify.payload}"
+                    )
+                    try:
+                        webhook_id = int(notify.payload)
+                        event = SyncEvent.get_by(id=webhook_id)
+                        if event is not None:
+                            if event.mark_as_taken():
+                                on_event(event)
+                            else:
+                                LOG.info(
+                                    f"Event {event.id} was handled by another runner"
+                                )
+                        else:
+                            LOG.info(f"Could not find event with id={notify.payload}")
+                    except Exception as e:
+                        LOG.warn(f"Error getting event: {e}")
+
+    def __connect(self):
+        self.__connection = psycopg2.connect(self.__connection_string)
+
+        from app.db import Session
+
+        Session.close()
+
+
+class DeadLetterEventSource(EventSource):
+    @newrelic.agent.background_task()
+    def run(self, on_event: Callable[[SyncEvent], NoReturn]):
+        while True:
+            try:
+                threshold = arrow.utcnow().shift(
+                    minutes=-_DEAD_LETTER_THRESHOLD_MINUTES
+                )
+                events = SyncEvent.get_dead_letter(older_than=threshold)
+                if events:
+                    LOG.info(f"Got {len(events)} dead letter events")
+                    if events:
+                        newrelic.agent.record_custom_metric(
+                            "Custom/dead_letter_events_to_process", len(events)
+                        )
+                    for event in events:
+                        on_event(event)
+                else:
+                    LOG.debug("No dead letter events")
+                    sleep(_DEAD_LETTER_INTERVAL_SECONDS)
+            except Exception as e:
+                LOG.warn(f"Error getting dead letter event: {e}")
+                sleep(_DEAD_LETTER_INTERVAL_SECONDS)

app/events/runner.py

@@ -0,0 +1,42 @@
+import arrow
+import newrelic.agent
+
+from app.log import LOG
+from app.models import SyncEvent
+from events.event_sink import EventSink
+from events.event_source import EventSource
+
+
+class Runner:
+    def __init__(self, source: EventSource, sink: EventSink):
+        self.__source = source
+        self.__sink = sink
+
+    def run(self):
+        self.__source.run(self.__on_event)
+
+    @newrelic.agent.background_task()
+    def __on_event(self, event: SyncEvent):
+        try:
+            event_created_at = event.created_at
+            start_time = arrow.now()
+            success = self.__sink.process(event)
+            if success:
+                event_id = event.id
+                SyncEvent.delete(event.id, commit=True)
+                LOG.info(f"Marked {event_id} as done")
+
+                end_time = arrow.now() - start_time
+                time_between_taken_and_created = start_time - event_created_at
+
+                newrelic.agent.record_custom_metric("Custom/sync_event_processed", 1)
+                newrelic.agent.record_custom_metric(
+                    "Custom/sync_event_process_time", end_time.total_seconds()
+                )
+                newrelic.agent.record_custom_metric(
+                    "Custom/sync_event_elapsed_time",
+                    time_between_taken_and_created.total_seconds(),
+                )
+        except Exception as e:
+            LOG.warn(f"Exception processing event [id={event.id}]: {e}")
+            newrelic.agent.record_custom_metric("Custom/sync_event_failed", 1)

app/job_runner.py

@@ -15,6 +15,7 @@ from app.email_utils import (
     render,
 )
 from app.import_utils import handle_batch_import
+from app.jobs.event_jobs import send_alias_creation_events_for_user
 from app.jobs.export_user_data_job import ExportUserDataJob
 from app.log import LOG
 from app.models import User, Job, BatchImport, Mailbox, CustomDomain, JobState
@@ -197,13 +198,18 @@ def process_job(job: Job):
             onboarding_mailbox(user)
     elif job.name == config.JOB_ONBOARDING_4:
         user_id = job.payload.get("user_id")
-        user = User.get(user_id)
+        user: User = User.get(user_id)
 
         # user might delete their account in the meantime
         # or disable the notification
         if user and user.notification and user.activated:
-            LOG.d("send onboarding pgp email to user %s", user)
-            onboarding_pgp(user)
+            # if user only has 1 mailbox which is Proton then do not send PGP onboarding email
+            mailboxes = user.mailboxes()
+            if len(mailboxes) == 1 and mailboxes[0].is_proton():
+                LOG.d("Do not send onboarding PGP email to Proton mailbox")
+            else:
+                LOG.d("send onboarding pgp email to user %s", user)
+                onboarding_pgp(user)
 
     elif job.name == config.JOB_BATCH_IMPORT:
         batch_import_id = job.payload.get("batch_import_id")
@@ -264,8 +270,14 @@ SimpleLogin team.
         user_id = job.payload.get("user_id")
         user = User.get(user_id)
         if user and user.activated:
-            LOG.d("send proton welcome email to user %s", user)
+            LOG.d("Send proton welcome email to user %s", user)
             welcome_proton(user)
+    elif job.name == config.JOB_SEND_ALIAS_CREATION_EVENTS:
+        user_id = job.payload.get("user_id")
+        user = User.get(user_id)
+        if user and user.activated:
+            LOG.d(f"Sending alias creation events for {user}")
+            send_alias_creation_events_for_user(user)
     else:
         LOG.e("Unknown job name %s", job.name)
 

app/migrations/versions/2024_051713_06a9a7133445_.py

@@ -0,0 +1,38 @@
+"""Create sync_event table
+
+Revision ID: 06a9a7133445
+Revises: fa2f19bb4e5a
+Create Date: 2024-05-17 13:11:20.402259
+
+"""
+import sqlalchemy_utils
+from alembic import op
+import sqlalchemy as sa
+
+
+# revision identifiers, used by Alembic.
+revision = '06a9a7133445'
+down_revision = 'fa2f19bb4e5a'
+branch_labels = None
+depends_on = None
+
+
+def upgrade():
+    # ### commands auto generated by Alembic - please adjust! ###
+    op.create_table('sync_event',
+    sa.Column('id', sa.Integer(), autoincrement=True, nullable=False),
+    sa.Column('created_at', sqlalchemy_utils.types.arrow.ArrowType(), nullable=False),
+    sa.Column('updated_at', sqlalchemy_utils.types.arrow.ArrowType(), nullable=True),
+    sa.Column('content', sa.LargeBinary(), nullable=False),
+    sa.Column('taken_time', sqlalchemy_utils.types.arrow.ArrowType(), nullable=True),
+    sa.PrimaryKeyConstraint('id')
+    )
+    op.create_index(op.f('ix_sync_event_created_at'), 'sync_event', ['created_at'], unique=False)
+    op.create_index(op.f('ix_sync_event_taken_time'), 'sync_event', ['taken_time'], unique=False)
+    # ### end Alembic commands ###
+
+
+def downgrade():
+    # ### commands auto generated by Alembic - please adjust! ###
+    op.drop_table('sync_event')
+    # ### end Alembic commands ###

app/monitoring.py

@@ -4,6 +4,7 @@ import subprocess
 from time import sleep
 from typing import List, Dict
 
+import arrow
 import newrelic.agent
 
 from app.db import Session
@@ -93,11 +94,44 @@ def log_nb_db_connection():
     newrelic.agent.record_custom_metric("Custom/nb_db_connections", nb_connection)
 
 
+@newrelic.agent.background_task()
+def log_pending_to_process_events():
+    r = Session.execute("select count(*) from sync_event WHERE taken_time IS NULL;")
+    events_pending = list(r)[0][0]
+
+    LOG.d("number of events pending to process %s", events_pending)
+    newrelic.agent.record_custom_metric(
+        "Custom/sync_events_pending_to_process", events_pending
+    )
+
+
+@newrelic.agent.background_task()
+def log_events_pending_dead_letter():
+    since = arrow.now().shift(minutes=-10).datetime
+    r = Session.execute(
+        """
+        SELECT COUNT(*)
+        FROM sync_event
+        WHERE (taken_time IS NOT NULL AND taken_time < :since)
+           OR (taken_time IS NULL AND created_at < :since)
+        """,
+        {"since": since},
+    )
+    events_pending = list(r)[0][0]
+
+    LOG.d("number of events pending dead letter %s", events_pending)
+    newrelic.agent.record_custom_metric(
+        "Custom/sync_events_pending_dead_letter", events_pending
+    )
+
+
 if __name__ == "__main__":
     exporter = MetricExporter(get_newrelic_license())
     while True:
         log_postfix_metrics()
         log_nb_db_connection()
+        log_pending_to_process_events()
+        log_events_pending_dead_letter()
         Session.close()
 
         exporter.run()

app/poetry.lock

@@ -2150,24 +2150,22 @@ wcwidth = "*"
 
 [[package]]
 name = "protobuf"
-version = "4.24.3"
+version = "5.27.1"
 description = ""
 optional = false
-python-versions = ">=3.7"
+python-versions = ">=3.8"
 files = [
-    {file = "protobuf-4.24.3-cp310-abi3-win32.whl", hash = "sha256:20651f11b6adc70c0f29efbe8f4a94a74caf61b6200472a9aea6e19898f9fcf4"},
-    {file = "protobuf-4.24.3-cp310-abi3-win_amd64.whl", hash = "sha256:3d42e9e4796a811478c783ef63dc85b5a104b44aaaca85d4864d5b886e4b05e3"},
-    {file = "protobuf-4.24.3-cp37-abi3-macosx_10_9_universal2.whl", hash = "sha256:6e514e8af0045be2b56e56ae1bb14f43ce7ffa0f68b1c793670ccbe2c4fc7d2b"},
-    {file = "protobuf-4.24.3-cp37-abi3-manylinux2014_aarch64.whl", hash = "sha256:ba53c2f04798a326774f0e53b9c759eaef4f6a568ea7072ec6629851c8435959"},
-    {file = "protobuf-4.24.3-cp37-abi3-manylinux2014_x86_64.whl", hash = "sha256:f6ccbcf027761a2978c1406070c3788f6de4a4b2cc20800cc03d52df716ad675"},
-    {file = "protobuf-4.24.3-cp37-cp37m-win32.whl", hash = "sha256:1b182c7181a2891e8f7f3a1b5242e4ec54d1f42582485a896e4de81aa17540c2"},
-    {file = "protobuf-4.24.3-cp37-cp37m-win_amd64.whl", hash = "sha256:b0271a701e6782880d65a308ba42bc43874dabd1a0a0f41f72d2dac3b57f8e76"},
-    {file = "protobuf-4.24.3-cp38-cp38-win32.whl", hash = "sha256:e29d79c913f17a60cf17c626f1041e5288e9885c8579832580209de8b75f2a52"},
-    {file = "protobuf-4.24.3-cp38-cp38-win_amd64.whl", hash = "sha256:067f750169bc644da2e1ef18c785e85071b7c296f14ac53e0900e605da588719"},
-    {file = "protobuf-4.24.3-cp39-cp39-win32.whl", hash = "sha256:2da777d34b4f4f7613cdf85c70eb9a90b1fbef9d36ae4a0ccfe014b0b07906f1"},
-    {file = "protobuf-4.24.3-cp39-cp39-win_amd64.whl", hash = "sha256:f631bb982c5478e0c1c70eab383af74a84be66945ebf5dd6b06fc90079668d0b"},
-    {file = "protobuf-4.24.3-py3-none-any.whl", hash = "sha256:f6f8dc65625dadaad0c8545319c2e2f0424fede988368893ca3844261342c11a"},
-    {file = "protobuf-4.24.3.tar.gz", hash = "sha256:12e9ad2ec079b833176d2921be2cb24281fa591f0b119b208b788adc48c2561d"},
+    {file = "protobuf-5.27.1-cp310-abi3-win32.whl", hash = "sha256:3adc15ec0ff35c5b2d0992f9345b04a540c1e73bfee3ff1643db43cc1d734333"},
+    {file = "protobuf-5.27.1-cp310-abi3-win_amd64.whl", hash = "sha256:25236b69ab4ce1bec413fd4b68a15ef8141794427e0b4dc173e9d5d9dffc3bcd"},
+    {file = "protobuf-5.27.1-cp38-abi3-macosx_10_9_universal2.whl", hash = "sha256:4e38fc29d7df32e01a41cf118b5a968b1efd46b9c41ff515234e794011c78b17"},
+    {file = "protobuf-5.27.1-cp38-abi3-manylinux2014_aarch64.whl", hash = "sha256:917ed03c3eb8a2d51c3496359f5b53b4e4b7e40edfbdd3d3f34336e0eef6825a"},
+    {file = "protobuf-5.27.1-cp38-abi3-manylinux2014_x86_64.whl", hash = "sha256:ee52874a9e69a30271649be88ecbe69d374232e8fd0b4e4b0aaaa87f429f1631"},
+    {file = "protobuf-5.27.1-cp38-cp38-win32.whl", hash = "sha256:7a97b9c5aed86b9ca289eb5148df6c208ab5bb6906930590961e08f097258107"},
+    {file = "protobuf-5.27.1-cp38-cp38-win_amd64.whl", hash = "sha256:f6abd0f69968792da7460d3c2cfa7d94fd74e1c21df321eb6345b963f9ec3d8d"},
+    {file = "protobuf-5.27.1-cp39-cp39-win32.whl", hash = "sha256:dfddb7537f789002cc4eb00752c92e67885badcc7005566f2c5de9d969d3282d"},
+    {file = "protobuf-5.27.1-cp39-cp39-win_amd64.whl", hash = "sha256:39309898b912ca6febb0084ea912e976482834f401be35840a008da12d189340"},
+    {file = "protobuf-5.27.1-py3-none-any.whl", hash = "sha256:4ac7249a1530a2ed50e24201d6630125ced04b30619262f06224616e0030b6cf"},
+    {file = "protobuf-5.27.1.tar.gz", hash = "sha256:df5e5b8e39b7d1c25b186ffdf9f44f40f810bbcc9d2b71d9d3156fee5a9adf15"},
 ]
 
 [[package]]

app/proto/event.proto

@@ -0,0 +1,50 @@
+syntax = "proto3";
+
+package simplelogin_events;
+
+message UserPlanChanged {
+  uint32 plan_end_time = 1;
+}
+
+message UserDeleted {
+}
+
+message AliasCreated {
+  uint32 alias_id = 1;
+  string alias_email = 2;
+  string alias_note = 3;
+  bool enabled = 4;
+}
+
+message AliasStatusChanged {
+  uint32 alias_id = 1;
+  string alias_email = 2;
+  bool enabled = 3;
+}
+
+message AliasDeleted {
+  uint32 alias_id = 1;
+  string alias_email = 2;
+}
+
+message AliasCreatedList {
+  repeated AliasCreated events = 1;
+}
+
+message EventContent {
+  oneof content {
+    UserPlanChanged user_plan_change = 1;
+    UserDeleted user_deleted = 2;
+    AliasCreated alias_created = 3;
+    AliasStatusChanged alias_status_change = 4;
+    AliasDeleted alias_deleted = 5;
+    AliasCreatedList alias_create_list = 6;
+  }
+}
+
+message Event {
+  uint32 user_id = 1;
+  string external_user_id = 2;
+  uint32 partner_id = 3;
+  EventContent content = 4;
+}

app/pyproject.toml

@@ -14,13 +14,14 @@ exclude = '''
     | build
     | dist
     | migrations    # migrations/ is generated by alembic
+    | app/events/generated
   )/
 )
 '''
 
 [tool.ruff]
 ignore-init-module-imports = true
-exclude = [".venv", "migrations"]
+exclude = [".venv", "migrations", "app/events/generated"]
 
 [tool.djlint]
 indent = 2

app/scripts/generate-proto-files.sh

@@ -0,0 +1,24 @@
+#!/bin/bash
+
+set -euxo pipefail
+
+SCRIPT_DIR="$(cd "$(dirname "$0")" || exit 1; pwd -P)"
+REPO_ROOT=$(echo "${SCRIPT_DIR}" | sed 's:scripts::g')
+
+DEST_DIR="${REPO_ROOT}/app/events/generated"
+
+PROTOC=${PROTOC:-"protoc"}
+
+if ! eval "${PROTOC} --version" &> /dev/null ; then
+  echo "Cannot find $PROTOC"
+  exit 1
+fi
+
+rm -rf "${DEST_DIR}"
+mkdir -p "${DEST_DIR}"
+
+pushd $REPO_ROOT || exit 1
+
+eval "${PROTOC} --proto_path=proto --python_out=\"${DEST_DIR}\" --pyi_out=\"${DEST_DIR}\" proto/event.proto"
+
+popd || exit 1

app/templates/menu.html

@@ -48,15 +48,16 @@
   {#      SIWSL#}
   {#    </a>#}
   {#  </li>#}
-  {#  {% if current_user.should_show_app_page() %}#}
-  {#    <li class="nav-item">#}
-  {#      <a href="{{ url_for('dashboard.app_route') }}"#}
-  {#         class="nav-link {{ 'active' if active_page == 'app' }}">#}
-  {#        <i class="fe fe-grid"></i>#}
-  {#        Apps#}
-  {#      </a>#}
-  {#    </li>#}
-  {#  {% endif %}#}
+  {% if current_user.should_show_app_page() %}
+
+    <li class="nav-item">
+      <a href="{{ url_for('dashboard.app_route') }}"
+         class="nav-link {{ 'active' if active_page == 'app' }}">
+        <i class="fe fe-grid"></i>
+        Apps
+      </a>
+    </li>
+  {% endif %}
   <li class="nav-item">
     <a href="{{ url_for('dashboard.setting') }}"
        class="nav-link {{ 'active' if active_page == 'setting' }}">

app/tests/events/test_event_dispatcher.py

@@ -0,0 +1,56 @@
+from app.events.event_dispatcher import EventDispatcher, Dispatcher
+from app.events.generated.event_pb2 import EventContent, UserDeleted
+from app.models import PartnerUser, User
+from app.proton.utils import get_proton_partner
+from tests.utils import create_new_user, random_token
+from typing import Tuple
+
+
+class OnMemoryDispatcher(Dispatcher):
+    def __init__(self):
+        self.memory = []
+
+    def send(self, event: bytes):
+        self.memory.append(event)
+
+
+def _create_unlinked_user() -> User:
+    return create_new_user()
+
+
+def _create_linked_user() -> Tuple[User, PartnerUser]:
+    user = _create_unlinked_user()
+    partner_user = PartnerUser.create(
+        partner_id=get_proton_partner().id,
+        user_id=user.id,
+        external_user_id=random_token(10),
+        flush=True,
+    )
+
+    return user, partner_user
+
+
+def test_event_dispatcher_stores_events():
+    dispatcher = OnMemoryDispatcher()
+
+    (user, partner) = _create_linked_user()
+    content = EventContent(user_deleted=UserDeleted())
+    EventDispatcher.send_event(user, content, dispatcher, skip_if_webhook_missing=False)
+    assert len(dispatcher.memory) == 1
+
+    content = EventContent(user_deleted=UserDeleted())
+    EventDispatcher.send_event(user, content, dispatcher, skip_if_webhook_missing=False)
+    assert len(dispatcher.memory) == 2
+
+
+def test_event_dispatcher_does_not_send_event_if_user_not_linked():
+    dispatcher = OnMemoryDispatcher()
+
+    user = _create_unlinked_user()
+    content = EventContent(user_deleted=UserDeleted())
+    EventDispatcher.send_event(user, content, dispatcher, skip_if_webhook_missing=False)
+    assert len(dispatcher.memory) == 0
+
+    content = EventContent(user_deleted=UserDeleted())
+    EventDispatcher.send_event(user, content, dispatcher, skip_if_webhook_missing=False)
+    assert len(dispatcher.memory) == 0

app/tests/jobs/test_send_alias_creation_events.py

@@ -0,0 +1,46 @@
+from app import config
+from app.db import Session
+from app.events.event_dispatcher import Dispatcher
+from app.events.generated import event_pb2
+from app.jobs.event_jobs import send_alias_creation_events_for_user
+from app.models import Alias
+from tests.utils import create_partner_linked_user
+
+
+class MemStoreDispatcher(Dispatcher):
+    def __init__(self):
+        self.events = []
+
+    def send(self, event: bytes):
+        self.events.append(event)
+
+
+def setup_module():
+    config.EVENT_WEBHOOK = True
+
+
+def teardown_module():
+    config.EVENT_WEBHOOK = False
+
+
+def test_send_alias_creation_events():
+    [user, partner_user] = create_partner_linked_user()
+    aliases = [Alias.create_new_random(user) for i in range(2)]
+    Session.flush()
+    dispatcher = MemStoreDispatcher()
+    send_alias_creation_events_for_user(user, dispatcher=dispatcher, chunk_size=2)
+    # 2 batches. 1st newsletter + first alias. 2nd last alias
+    assert len(dispatcher.events) == 2
+    decoded_event = event_pb2.Event.FromString(dispatcher.events[0])
+    assert decoded_event.user_id == user.id
+    assert decoded_event.external_user_id == partner_user.external_user_id
+    event_list = decoded_event.content.alias_create_list.events
+    assert len(event_list) == 2
+    # 0 is newsletter alias
+    assert event_list[1].alias_id == aliases[0].id
+    decoded_event = event_pb2.Event.FromString(dispatcher.events[1])
+    assert decoded_event.user_id == user.id
+    assert decoded_event.external_user_id == partner_user.external_user_id
+    event_list = decoded_event.content.alias_create_list.events
+    assert len(event_list) == 1
+    assert event_list[0].alias_id == aliases[1].id

app/tests/test_models.py

@@ -17,6 +17,7 @@ from app.models import (
     Subscription,
     PlanEnum,
     PADDLE_SUBSCRIPTION_GRACE_DAYS,
+    SyncEvent,
 )
 from tests.utils import login, create_new_user, random_token
 
@@ -325,3 +326,51 @@ def test_user_can_send_receive():
     user.disabled = False
     user.delete_on = arrow.now()
     assert not user.can_send_or_receive()
+
+
+def test_sync_event_dead_letter():
+    # remove all SyncEvents before the test
+    all_events = SyncEvent.all()
+    for event in all_events:
+        SyncEvent.delete(event.id, commit=True)
+
+    # create an expired not taken event
+    e1 = SyncEvent.create(
+        content=b"content",
+        created_at=arrow.now().shift(minutes=-15),
+        taken_time=None,
+        commit=True,
+    )
+
+    # create an expired taken event (but too long ago)
+    e2 = SyncEvent.create(
+        content=b"content",
+        created_at=arrow.now().shift(minutes=-15),
+        taken_time=arrow.now().shift(minutes=-14),
+        commit=True,
+    )
+
+    # create an expired taken event (but recently)
+    e3 = SyncEvent.create(
+        content=b"content",
+        created_at=arrow.now().shift(minutes=-15),
+        taken_time=arrow.now().shift(minutes=-1),
+        commit=True,
+    )
+
+    # create a normal event
+    e4 = SyncEvent.create(
+        content=b"content",
+        created_at=arrow.now(),
+        commit=True,
+    )
+
+    # get dead letter events
+    dead_letter_events = SyncEvent.get_dead_letter(
+        older_than=arrow.now().shift(minutes=-10)
+    )
+    assert len(dead_letter_events) == 2
+    assert e1 in dead_letter_events
+    assert e2 in dead_letter_events
+    assert e3 not in dead_letter_events
+    assert e4 not in dead_letter_events

app/tests/utils.py

@@ -9,7 +9,8 @@ from typing import Optional, Dict
 import jinja2
 from flask import url_for
 
-from app.models import User
+from app.models import User, PartnerUser
+from app.proton.utils import get_proton_partner
 from app.utils import random_string
 
 
@@ -30,6 +31,18 @@ def create_new_user(email: Optional[str] = None, name: Optional[str] = None) ->
     return user
 
 
+def create_partner_linked_user() -> tuple[User, PartnerUser]:
+    user = create_new_user()
+    partner_user = PartnerUser.create(
+        partner_id=get_proton_partner().id,
+        user_id=user.id,
+        external_user_id=random_token(10),
+        flush=True,
+    )
+
+    return user, partner_user
+
+
 def login(flask_client, user: Optional[User] = None) -> User:
     if not user:
         user = create_new_user()