4.39.3

app/app/account_linking.py

@@ -168,6 +168,8 @@ class NewUserStrategy(ClientMergeStrategy):
 
 class ExistingUnlinkedUserStrategy(ClientMergeStrategy):
     def process(self) -> LinkResult:
+        # IF it was scheduled to be deleted. Unschedule it.
+        self.user.delete_on = None
         partner_user = ensure_partner_user_exists_for_user(
             self.link_request, self.user, self.partner
         )
@@ -246,6 +248,8 @@ def link_user(
 ) -> LinkResult:
     # Sanitize email just in case
     link_request.email = sanitize_email(link_request.email)
+    # If it was scheduled to be deleted. Unschedule it.
+    current_user.delete_on = None
     partner_user = ensure_partner_user_exists_for_user(
         link_request, current_user, partner
     )

app/app/api/base.py

@@ -33,6 +33,9 @@ def authorize_request() -> Optional[Tuple[str, int]]:
     if g.user.disabled:
         return jsonify(error="Disabled account"), 403
 
+    if not g.user.is_active():
+        return jsonify(error="Account does not exist"), 401
+
     g.api_key = api_key
     return None
 

app/app/api/serializer.py

@@ -201,10 +201,10 @@ def get_alias_infos_with_pagination_v3(
         q = q.order_by(Alias.pinned.desc())
         q = q.order_by(latest_activity.desc())
 
-    q = list(q.limit(page_limit).offset(page_id * page_size))
+    q = q.limit(page_limit).offset(page_id * page_size)
 
     ret = []
-    for alias, contact, email_log, nb_reply, nb_blocked, nb_forward in q:
+    for alias, contact, email_log, nb_reply, nb_blocked, nb_forward in list(q):
         ret.append(
             AliasInfo(
                 alias=alias,
@@ -358,7 +358,6 @@ def construct_alias_query(user: User):
                     else_=0,
                 )
             ).label("nb_forward"),
-            func.max(EmailLog.created_at).label("latest_email_log_created_at"),
         )
         .join(EmailLog, Alias.id == EmailLog.alias_id, isouter=True)
         .filter(Alias.user_id == user.id)
@@ -366,14 +365,6 @@ def construct_alias_query(user: User):
         .subquery()
     )
 
-    alias_contact_subquery = (
-        Session.query(Alias.id, func.max(Contact.id).label("max_contact_id"))
-        .join(Contact, Alias.id == Contact.alias_id, isouter=True)
-        .filter(Alias.user_id == user.id)
-        .group_by(Alias.id)
-        .subquery()
-    )
-
     return (
         Session.query(
             Alias,
@@ -385,23 +376,7 @@ def construct_alias_query(user: User):
         )
         .options(joinedload(Alias.hibp_breaches))
         .options(joinedload(Alias.custom_domain))
-        .join(Contact, Alias.id == Contact.alias_id, isouter=True)
-        .join(EmailLog, Contact.id == EmailLog.contact_id, isouter=True)
+        .join(EmailLog, Alias.last_email_log_id == EmailLog.id, isouter=True)
+        .join(Contact, EmailLog.contact_id == Contact.id, isouter=True)
         .filter(Alias.id == alias_activity_subquery.c.id)
-        .filter(Alias.id == alias_contact_subquery.c.id)
-        .filter(
-            or_(
-                EmailLog.created_at
-                == alias_activity_subquery.c.latest_email_log_created_at,
-                and_(
-                    # no email log yet for this alias
-                    alias_activity_subquery.c.latest_email_log_created_at.is_(None),
-                    # to make sure only 1 contact is returned in this case
-                    or_(
-                        Contact.id == alias_contact_subquery.c.max_contact_id,
-                        alias_contact_subquery.c.max_contact_id.is_(None),
-                    ),
-                ),
-            )
-        )
     )

app/app/auth/views/google.py

@@ -7,7 +7,7 @@ from app.config import URL, GOOGLE_CLIENT_ID, GOOGLE_CLIENT_SECRET
 from app.db import Session
 from app.log import LOG
 from app.models import User, File, SocialAuth
-from app.utils import random_string, sanitize_email
+from app.utils import random_string, sanitize_email, sanitize_next_url
 from .login_utils import after_login
 
 _authorization_base_url = "https://accounts.google.com/o/oauth2/v2/auth"
@@ -29,7 +29,7 @@ def google_login():
     # to avoid flask-login displaying the login error message
     session.pop("_flashes", None)
 
-    next_url = request.args.get("next")
+    next_url = sanitize_next_url(request.args.get("next"))
 
     # Google does not allow to append param to redirect_url
     # we need to pass the next url by session

app/app/handler/dmarc.py

@@ -131,7 +131,7 @@ def quarantine_dmarc_failed_forward_email(alias, contact, envelope, msg) -> Emai
     refused_email = RefusedEmail.create(
         full_report_path=s3_report_path, user_id=alias.user_id, flush=True
     )
-    return EmailLog.create(
+    email_log = EmailLog.create(
         user_id=alias.user_id,
         mailbox_id=alias.mailbox_id,
         contact_id=contact.id,
@@ -142,6 +142,7 @@ def quarantine_dmarc_failed_forward_email(alias, contact, envelope, msg) -> Emai
         blocked=True,
         commit=True,
     )
+    return email_log
 
 
 def apply_dmarc_policy_for_reply_phase(

app/app/models.py

@@ -727,6 +727,11 @@ class User(Base, ModelMixin, UserMixin, PasswordOracle):
 
         return True
 
+    def is_active(self) -> bool:
+        if self.delete_on is None:
+            return True
+        return self.delete_on < arrow.now()
+
     def in_trial(self):
         """return True if user does not have lifetime licence or an active subscription AND is in trial period"""
         if self.lifetime_or_active_subscription():
@@ -828,6 +833,9 @@ class User(Base, ModelMixin, UserMixin, PasswordOracle):
         Whether user can create a new alias. User can't create a new alias if
         - has more than 15 aliases in the free plan, *even in the free trial*
         """
+        if not self.is_active():
+            return False
+
         if self.disabled:
             return False
 
@@ -908,7 +916,11 @@ class User(Base, ModelMixin, UserMixin, PasswordOracle):
             return sub
 
     def verified_custom_domains(self) -> List["CustomDomain"]:
-        return CustomDomain.filter_by(user_id=self.id, ownership_verified=True).all()
+        return (
+            CustomDomain.filter_by(user_id=self.id, ownership_verified=True)
+            .order_by(CustomDomain.domain.asc())
+            .all()
+        )
 
     def mailboxes(self) -> List["Mailbox"]:
         """list of mailbox that user own"""
@@ -1496,6 +1508,8 @@ class Alias(Base, ModelMixin):
         TSVector(), sa.Computed("to_tsvector('english', note)", persisted=True)
     )
 
+    last_email_log_id = sa.Column(sa.Integer, default=None, nullable=True)
+
     __table_args__ = (
         Index("ix_video___ts_vector__", ts_vector, postgresql_using="gin"),
         # index on note column using pg_trgm
@@ -2055,6 +2069,20 @@ class EmailLog(Base, ModelMixin):
     def get_dashboard_url(self):
         return f"{config.URL}/dashboard/refused_email?highlight_id={self.id}"
 
+    @classmethod
+    def create(cls, *args, **kwargs):
+        commit = kwargs.pop("commit", False)
+        email_log = super().create(*args, **kwargs)
+        Session.flush()
+        if "alias_id" in kwargs:
+            sql = "UPDATE alias SET last_email_log_id = :el_id WHERE id = :alias_id"
+            Session.execute(
+                sql, {"el_id": email_log.id, "alias_id": kwargs["alias_id"]}
+            )
+        if commit:
+            Session.commit()
+        return email_log
+
     def __repr__(self):
         return f"<EmailLog {self.id}>"
 

app/app/oauth/views/authorize.py

@@ -140,7 +140,7 @@ def authorize():
                 Scope=Scope,
             )
     else:  # POST - user allows or denies
-        if not current_user.is_authenticated or not current_user.is_active:
+        if not current_user.is_authenticated or not current_user.is_active():
             LOG.i(
                 "Attempt to validate a OAUth allow request by an unauthenticated user"
             )

app/app/rate_limiter.py

@@ -6,7 +6,7 @@ import redis.exceptions
 import werkzeug.exceptions
 from limits.storage import RedisStorage
 
-from app.log import log
+from app.log import LOG
 
 lock_redis: Optional[RedisStorage] = None
 
@@ -22,17 +22,19 @@ def check_bucket_limit(
     bucket_seconds: int = 3600,
 ):
     # Calculate current bucket time
-    bucket_id = int(datetime.utcnow().timestamp()) % bucket_seconds
+    int_time = int(datetime.utcnow().timestamp())
+    bucket_id = int_time - (int_time % bucket_seconds)
     bucket_lock_name = f"bl:{lock_name}:{bucket_id}"
     if not lock_redis:
         return
     try:
         value = lock_redis.incr(bucket_lock_name, bucket_seconds)
         if value > max_hits:
+            LOG.i(f"Rate limit hit for {bucket_lock_name} -> {value}/{max_hits}")
             newrelic.agent.record_custom_event(
                 "BucketRateLimit",
                 {"lock_name": lock_name, "bucket_seconds": bucket_seconds},
             )
             raise werkzeug.exceptions.TooManyRequests()
     except (redis.exceptions.RedisError, AttributeError):
-        log.e("Cannot connect to redis")
+        LOG.e("Cannot connect to redis")

app/cron.py

@@ -62,6 +62,8 @@ from app.proton.utils import get_proton_partner
 from app.utils import sanitize_email
 from server import create_light_app
 
+DELETE_GRACE_DAYS = 30
+
 
 def notify_trial_end():
     for user in User.filter(
@@ -1126,14 +1128,19 @@ def notify_hibp():
         Session.commit()
 
 
-def clear_users_scheduled_to_be_deleted():
+def clear_users_scheduled_to_be_deleted(dry_run=False):
     users = User.filter(
-        and_(User.delete_on.isnot(None), User.delete_on < arrow.now())
+        and_(
+            User.delete_on.isnot(None),
+            User.delete_on <= arrow.now().shift(days=-DELETE_GRACE_DAYS),
+        )
     ).all()
     for user in users:
         LOG.i(
             f"Scheduled deletion of user {user} with scheduled delete on {user.delete_on}"
         )
+        if dry_run:
+            continue
         User.delete(user.id)
         Session.commit()
 
@@ -1206,4 +1213,4 @@ if __name__ == "__main__":
             load_unsent_mails_from_fs_and_resend()
         elif args.job == "delete_scheduled_users":
             LOG.d("Deleting users scheduled to be deleted")
-            clear_users_scheduled_to_be_deleted()
+            clear_users_scheduled_to_be_deleted(dry_run=True)

app/crontab.yml

@@ -62,7 +62,7 @@ jobs:
     captureStderr: true
 
   - name: SimpleLogin delete users scheduled to be deleted
-    command: echo disabled_user_deletion #python /code/cron.py -j delete_scheduled_users
+    command: python /code/cron.py -j delete_scheduled_users
     shell: /bin/bash
     schedule: "15 11 * * *"
     captureStderr: true

app/email_handler.py

@@ -236,15 +236,16 @@ def get_or_create_contact(from_header: str, mail_from: str, alias: Alias) -> Con
             Session.commit()
     else:
         try:
+            contact_email_for_reply = (
+                contact_email if is_valid_email(contact_email) else ""
+            )
             contact = Contact.create(
                 user_id=alias.user_id,
                 alias_id=alias.id,
                 website_email=contact_email,
                 name=contact_name,
                 mail_from=mail_from,
-                reply_email=generate_reply_email(contact_email, alias)
-                if is_valid_email(contact_email)
-                else NOREPLY,
+                reply_email=generate_reply_email(contact_email_for_reply, alias),
                 automatic_created=True,
             )
             if not contact_email:
@@ -636,6 +637,10 @@ def handle_forward(envelope, msg: Message, rcpt_to: str) -> List[Tuple[bool, str
 
     user = alias.user
 
+    if not user.is_active():
+        LOG.w(f"User {user} has been soft deleted")
+        return False, status.E502
+
     if not user.can_send_or_receive():
         LOG.i(f"User {user} cannot receive emails")
         if should_ignore_bounce(envelope.mail_from):
@@ -1055,6 +1060,9 @@ def handle_reply(envelope, msg: Message, rcpt_to: str) -> (bool, str):
     if not contact:
         LOG.w(f"No contact with {reply_email} as reverse alias")
         return False, status.E502
+    if not contact.user.is_active():
+        LOG.w(f"User {contact.user} has been soft deleted")
+        return False, status.E502
 
     alias = contact.alias
     alias_address: str = contact.alias.email
@@ -1921,6 +1929,9 @@ def handle_bounce(envelope, email_log: EmailLog, msg: Message) -> str:
         contact,
         alias,
     )
+    if not email_log.user.is_active():
+        LOG.d(f"User {email_log.user} is not active")
+        return status.E510
 
     if email_log.is_reply:
         content_type = msg.get_content_type().lower()
@@ -1982,6 +1993,9 @@ def send_no_reply_response(mail_from: str, msg: Message):
     if not mailbox:
         LOG.d("Unknown sender. Skipping reply from {}".format(NOREPLY))
         return
+    if not mailbox.user.is_active():
+        LOG.d(f"User {mailbox.user} is soft-deleted. Skipping sending reply response")
+        return
     send_email_at_most_times(
         mailbox.user,
         ALERT_TO_NOREPLY,

app/local_data/words.txt

@@ -7460,9 +7460,7 @@ villain
 vindicate
 vineyard
 vintage
-violate
 violation
-violator
 violet
 violin
 viper

app/migrations/versions/2024_020110_818b0a956205_.py

@@ -0,0 +1,29 @@
+"""empty message
+
+Revision ID: 818b0a956205
+Revises: 4bc54632d9aa
+Create Date: 2024-02-01 10:43:46.253184
+
+"""
+import sqlalchemy_utils
+from alembic import op
+import sqlalchemy as sa
+
+
+# revision identifiers, used by Alembic.
+revision = '818b0a956205'
+down_revision = '4bc54632d9aa'
+branch_labels = None
+depends_on = None
+
+
+def upgrade():
+    # ### commands auto generated by Alembic - please adjust! ###
+    op.add_column('alias', sa.Column('last_email_log_id', sa.Integer(), nullable=True))
+    # ### end Alembic commands ###
+
+
+def downgrade():
+    # ### commands auto generated by Alembic - please adjust! ###
+    op.drop_column('alias', 'last_email_log_id')
+    # ### end Alembic commands ###

app/oneshot/backfill_email_log.py

@@ -0,0 +1,44 @@
+#!/usr/bin/env python3
+import argparse
+import time
+
+from sqlalchemy import func
+from app.models import Alias
+from app.db import Session
+
+parser = argparse.ArgumentParser(
+    prog="Backfill alias", description="Backfill alias las use"
+)
+parser.add_argument(
+    "-s", "--start_alias_id", default=0, type=int, help="Initial alias_id"
+)
+parser.add_argument("-e", "--end_alias_id", default=0, type=int, help="Last alias_id")
+
+args = parser.parse_args()
+alias_id_start = args.start_alias_id
+max_alias_id = args.end_alias_id
+if max_alias_id == 0:
+    max_alias_id = Session.query(func.max(Alias.id)).scalar()
+
+print(f"Checking alias {alias_id_start} to {max_alias_id}")
+step = 1000
+el_query = "SELECT alias_id, MAX(id) from email_log where alias_id>=:start AND alias_id < :end GROUP BY alias_id"
+alias_query = "UPDATE alias set last_email_log_id = :el_id where id = :alias_id"
+updated = 0
+start_time = time.time()
+for batch_start in range(alias_id_start, max_alias_id, step):
+    rows = Session.execute(el_query, {"start": batch_start, "end": batch_start + step})
+    for row in rows:
+        Session.execute(alias_query, {"alias_id": row[0], "el_id": row[1]})
+        Session.commit()
+        updated += 1
+    elapsed = time.time() - start_time
+    time_per_alias = elapsed / (updated + 1)
+    last_batch_id = batch_start + step
+    remaining = max_alias_id - last_batch_id
+    time_remaining = (max_alias_id - last_batch_id) * time_per_alias
+    hours_remaining = time_remaining / 3600.0
+    print(
+        f"\rAlias {batch_start}/{max_alias_id} {updated} {hours_remaining:.2f}hrs remaining"
+    )
+print("")

app/oneshot/replace_noreply_in_cotnacts.py

@@ -0,0 +1,53 @@
+#!/usr/bin/env python3
+import argparse
+import time
+
+
+from app import config
+from app.email_utils import generate_reply_email
+from app.email_validation import is_valid_email
+from app.models import Alias
+from app.db import Session
+
+parser = argparse.ArgumentParser(
+    prog=f"Replace {config.NOREPLY}",
+    description=f"Replace {config.NOREPLY} from contacts reply email",
+)
+args = parser.parse_args()
+
+el_query = "SELECT id, alias_id, website_email from contact where id>=:last_id AND reply_email=:reply_email ORDER BY id ASC LIMIT :step"
+update_query = "UPDATE contact SET reply_email=:reply_email WHERE id=:contact_id "
+updated = 0
+start_time = time.time()
+step = 100
+last_id = 0
+print(f"Replacing contacts with reply_email={config.NOREPLY}")
+while True:
+    rows = Session.execute(
+        el_query, {"last_id": last_id, "reply_email": config.NOREPLY, "step": step}
+    )
+    loop_updated = 0
+    for row in rows:
+        contact_id = row[0]
+        alias_id = row[1]
+        last_id = contact_id
+        website_email = row[2]
+        contact_email_for_reply = website_email if is_valid_email(website_email) else ""
+        alias = Alias.get(alias_id)
+        if alias is None:
+            print(f"CANNOT find alias {alias_id} in database for contact {contact_id}")
+        reply_email = generate_reply_email(contact_email_for_reply, alias)
+        print(
+            f"Replacing contact {contact_id} with {website_email} reply_email for {reply_email}"
+        )
+        Session.execute(
+            update_query, {"contact_id": row[0], "reply_email": reply_email}
+        )
+        Session.commit()
+        updated += 1
+        loop_updated += 1
+    elapsed = time.time() - start_time
+    print(f"\rContact {last_id} done")
+    if loop_updated == 0:
+        break
+print("")

app/server.py

@@ -228,6 +228,8 @@ def load_user(alternative_id):
         sentry_sdk.set_user({"email": user.email, "id": user.id})
         if user.disabled:
             return None
+        if not user.is_active():
+            return None
 
     return user
 

app/tests/api/test_notification.py

@@ -40,14 +40,16 @@ def test_get_notifications(flask_client):
 def test_mark_notification_as_read(flask_client):
     user, api_key = get_new_user_and_api_key()
 
-    Notification.create(id=1, user_id=user.id, message="Test message 1")
+    notif_id = Notification.create(
+        user_id=user.id, message="Test message 1", flush=True
+    ).id
     Session.commit()
 
     r = flask_client.post(
-        url_for("api.mark_as_read", notification_id=1),
+        url_for("api.mark_as_read", notification_id=notif_id),
         headers={"Authentication": api_key.code},
     )
 
     assert r.status_code == 200
-    notification = Notification.first()
+    notification = Notification.filter_by(id=notif_id).first()
     assert notification.read

app/tests/api/test_serializer.py

@@ -1,8 +1,8 @@
 from app.api.serializer import get_alias_infos_with_pagination_v3
 from app.config import PAGE_LIMIT
 from app.db import Session
-from app.models import Alias, Mailbox, Contact
-from tests.utils import create_new_user
+from app.models import Alias, Mailbox, Contact, EmailLog
+from tests.utils import create_new_user, random_email
 
 
 def test_get_alias_infos_with_pagination_v3(flask_client):
@@ -155,3 +155,46 @@ def test_get_alias_infos_pinned_alias(flask_client):
     # pinned alias isn't included in the search
     alias_infos = get_alias_infos_with_pagination_v3(user, query="no match")
     assert len(alias_infos) == 0
+
+
+def test_get_alias_infos_with_no_last_email_log(flask_client):
+    user = create_new_user()
+    alias_infos = get_alias_infos_with_pagination_v3(user)
+    assert len(alias_infos) == 1
+    row = alias_infos[0]
+    assert row.alias.id == user.newsletter_alias_id
+    assert row.latest_contact is None
+    assert row.latest_email_log is None
+
+
+def test_get_alias_infos_with_email_log_no_contact():
+    user = create_new_user()
+    contact = Contact.create(
+        user_id=user.id,
+        alias_id=user.newsletter_alias_id,
+        website_email="a@a.com",
+        reply_email=random_email(),
+        flush=True,
+    )
+    Contact.create(
+        user_id=user.id,
+        alias_id=user.newsletter_alias_id,
+        website_email="unused@a.com",
+        reply_email=random_email(),
+        flush=True,
+    )
+    EmailLog.create(
+        user_id=user.id,
+        alias_id=user.newsletter_alias_id,
+        contact_id=contact.id,
+        commit=True,
+    )
+    alias_infos = get_alias_infos_with_pagination_v3(user)
+    assert len(alias_infos) == 1
+    row = alias_infos[0]
+    assert row.alias.id == user.newsletter_alias_id
+    assert row.latest_contact is not None
+    assert row.latest_contact.id == contact.id
+    assert row.latest_email_log is not None
+    alias = Alias.get(id=user.newsletter_alias_id)
+    assert row.latest_email_log.id == alias.last_email_log_id

app/tests/auth/test_login.py

@@ -6,16 +6,27 @@ from tests.utils import create_new_user
 
 
 def test_unactivated_user_login(flask_client):
-    user = create_new_user()
-    user.activated = False
-    Session.commit()
+    """
+    Test function for logging in with an unactivated user.
 
+    Steps:
+    1. Creates a new user.
+    2. Sets the user's activated status to False.
+    3. Sends a POST request to the login route with user credentials.
+    4. Checks the response status code and content for expected messages.
+    """
+    user = create_new_user()  # Creating a new user
+    user.activated = False  # Setting the user's activated status to False
+    Session.commit()  # Committing the session changes
+
+    # Sending a POST request to the login route with user credentials and following redirects
     r = flask_client.post(
         url_for("auth.login"),
         data={"email": user.email, "password": "password"},
         follow_redirects=True,
     )
 
+    # Asserting the response status code and content for expected messages
     assert r.status_code == 200
     assert (
         b"Please check your inbox for the activation email. You can also have this email re-sent"
@@ -24,59 +35,98 @@ def test_unactivated_user_login(flask_client):
 
 
 def test_non_canonical_login(flask_client):
-    email = f"pre.{random_string(10)}@gmail.com"
-    name = f"NAME-{random_string(10)}"
-    user = create_new_user(email, name)
-    Session.commit()
+    """
+    Test function for logging in with a non-canonical email.
 
+    Steps:
+    1. Creates a new user with a non-canonical email.
+    2. Sends a POST request to the login route with user credentials.
+    3. Checks the response status code and content for expected messages.
+    4. Checks the canonicalization of the email.
+    5. Logs out the user.
+    6. Sends a POST request to the login route with the canonicalized email.
+    7. Checks the response status code and content for expected messages.
+    """
+    email = f"pre.{random_string(10)}@gmail.com"  # Generating a non-canonical email
+    name = f"NAME-{random_string(10)}"  # Generating a random name
+    user = create_new_user(
+        email, name
+    )  # Creating a new user with the generated email and name
+    Session.commit()  # Committing the session changes
+
+    # Sending a POST request to the login route with user credentials and following redirects
     r = flask_client.post(
         url_for("auth.login"),
         data={"email": user.email, "password": "password"},
         follow_redirects=True,
     )
 
+    # Asserting the response status code and content for expected messages
     assert r.status_code == 200
     assert name.encode("utf-8") in r.data
 
+    # Canonicalizing the email
     canonical_email = canonicalize_email(email)
-    assert canonical_email != email
+    assert (
+        canonical_email != email
+    )  # Checking if the canonical email is different from the original email
 
-    flask_client.get(url_for("auth.logout"))
+    flask_client.get(url_for("auth.logout"))  # Logging out the user
 
+    # Sending a POST request to the login route with the canonicalized email and following redirects
     r = flask_client.post(
         url_for("auth.login"),
         data={"email": canonical_email, "password": "password"},
         follow_redirects=True,
     )
 
+    # Asserting the response status code and content for expected messages
     assert r.status_code == 200
     assert name.encode("utf-8") not in r.data
 
 
 def test_canonical_login_with_non_canonical_email(flask_client):
-    suffix = f"{random_string(10)}@gmail.com"
-    canonical_email = f"pre{suffix}"
-    non_canonical_email = f"pre.{suffix}"
-    name = f"NAME-{random_string(10)}"
-    create_new_user(canonical_email, name)
-    Session.commit()
+    """
+    Test function for logging in with a canonical email and a non-canonical email.
 
+    Steps:
+    1. Generates canonical and non-canonical email addresses.
+    2. Creates a new user with the canonical email.
+    3. Sends a POST request to the login route with the non-canonical email.
+    4. Checks the response status code and content for expected messages.
+    5. Logs out the user.
+    6. Sends a POST request to the login route with the canonical email.
+    7. Checks the response status code and content for expected messages.
+    """
+    suffix = f"{random_string(10)}@gmail.com"  # Generating a random suffix for emails
+    canonical_email = f"pre{suffix}"  # Generating a canonical email
+    non_canonical_email = f"pre.{suffix}"  # Generating a non-canonical email
+    name = f"NAME-{random_string(10)}"  # Generating a random name
+    create_new_user(
+        canonical_email, name
+    )  # Creating a new user with the canonical email
+    Session.commit()  # Committing the session changes
+
+    # Sending a POST request to the login route with the non-canonical email and following redirects
     r = flask_client.post(
         url_for("auth.login"),
         data={"email": non_canonical_email, "password": "password"},
         follow_redirects=True,
     )
 
+    # Asserting the response status code and content for expected messages
     assert r.status_code == 200
     assert name.encode("utf-8") in r.data
 
-    flask_client.get(url_for("auth.logout"))
+    flask_client.get(url_for("auth.logout"))  # Logging out the user
 
+    # Sending a POST request to the login route with the canonical email and following redirects
     r = flask_client.post(
         url_for("auth.login"),
         data={"email": canonical_email, "password": "password"},
         follow_redirects=True,
     )
 
+    # Asserting the response status code and content for expected messages
     assert r.status_code == 200
     assert name.encode("utf-8") in r.data

app/tests/test_cron.py

@@ -39,15 +39,17 @@ def test_cleanup_tokens(flask_client):
 
 def test_cleanup_users():
     u_delete_none_id = create_new_user().id
-    u_delete_after = create_new_user()
-    u_delete_after_id = u_delete_after.id
-    u_delete_before = create_new_user()
-    u_delete_before_id = u_delete_before.id
+    u_delete_grace_has_expired = create_new_user()
+    u_delete_grace_has_expired_id = u_delete_grace_has_expired.id
+    u_delete_grace_has_not_expired = create_new_user()
+    u_delete_grace_has_not_expired_id = u_delete_grace_has_not_expired.id
     now = arrow.now()
-    u_delete_after.delete_on = now.shift(minutes=1)
-    u_delete_before.delete_on = now.shift(minutes=-1)
+    u_delete_grace_has_expired.delete_on = now.shift(days=-(cron.DELETE_GRACE_DAYS + 1))
+    u_delete_grace_has_not_expired.delete_on = now.shift(
+        days=-(cron.DELETE_GRACE_DAYS - 1)
+    )
     Session.flush()
     cron.clear_users_scheduled_to_be_deleted()
     assert User.get(u_delete_none_id) is not None
-    assert User.get(u_delete_after_id) is not None
-    assert User.get(u_delete_before_id) is None
+    assert User.get(u_delete_grace_has_not_expired_id) is not None
+    assert User.get(u_delete_grace_has_expired_id) is None

app/tests/test_email_utils.py

@@ -57,6 +57,7 @@ from tests.utils import (
     login,
     load_eml_file,
     create_new_user,
+    random_email,
     random_domain,
     random_token,
 )
@@ -186,13 +187,14 @@ def test_parse_full_address():
 
 def test_send_email_with_rate_control(flask_client):
     user = create_new_user()
+    email = random_email()
 
     for _ in range(MAX_ALERT_24H):
         assert send_email_with_rate_control(
-            user, "test alert type", "abcd@gmail.com", "subject", "plaintext"
+            user, "test alert type", email, "subject", "plaintext"
         )
     assert not send_email_with_rate_control(
-        user, "test alert type", "abcd@gmail.com", "subject", "plaintext"
+        user, "test alert type", email, "subject", "plaintext"
     )