diff --git a/app/api/views/auth_login.py b/app/api/views/auth_login.py
index 173bb5eb..c4bce079 100644
--- a/app/api/views/auth_login.py
+++ b/app/api/views/auth_login.py
@@ -54,11 +54,11 @@ def auth_login():
     if user.enable_otp:
         s = Signer(FLASK_SECRET)
         ret["mfa_key"] = s.sign(str(user.id))
-        ret["api_key"] = ""
+        ret["api_key"] = None
     else:
         api_key = ApiKey.create(user.id, device)
         db.session.commit()
-        ret["mfa_key"] = ""
+        ret["mfa_key"] = None
         ret["api_key"] = api_key.code
 
     return jsonify(**ret), 200
diff --git a/app/config.py b/app/config.py
index 0d35ef52..6c0f4d36 100644
--- a/app/config.py
+++ b/app/config.py
@@ -166,3 +166,7 @@ MFA_USER_ID = "mfa_user_id"
 
 FLASK_PROFILER_PATH = os.environ.get("FLASK_PROFILER_PATH")
 FLASK_PROFILER_PASSWORD = os.environ.get("FLASK_PROFILER_PASSWORD")
+
+
+# Job names
+JOB_ONBOARDING_1 = "onboarding-1"
diff --git a/app/models.py b/app/models.py
index 0a5ef506..bc36729e 100644
--- a/app/models.py
+++ b/app/models.py
@@ -10,7 +10,13 @@ from sqlalchemy import text, desc
 from sqlalchemy_utils import ArrowType
 
 from app import s3
-from app.config import EMAIL_DOMAIN, MAX_NB_EMAIL_FREE_PLAN, URL, AVATAR_URL_EXPIRATION
+from app.config import (
+    EMAIL_DOMAIN,
+    MAX_NB_EMAIL_FREE_PLAN,
+    URL,
+    AVATAR_URL_EXPIRATION,
+    JOB_ONBOARDING_1,
+)
 from app.email_utils import get_email_name
 from app.extensions import db
 from app.log import LOG
@@ -144,6 +150,14 @@ class User(db.Model, ModelMixin, UserMixin):
         GenEmail.create_new(user.id, prefix="my-first-alias")
         db.session.flush()
 
+        # Schedule onboarding emails
+        Job.create(
+            name=JOB_ONBOARDING_1,
+            payload={"user_id": user.id},
+            run_at=arrow.now().shift(days=1),
+        )
+        db.session.flush()
+
         return user
 
     def lifetime_or_active_subscription(self) -> bool:
@@ -769,3 +783,17 @@ class Directory(db.Model, ModelMixin):
 
     def __repr__(self):
         return f"<Directory {self.name}>"
+
+
+class Job(db.Model, ModelMixin):
+    """Used to schedule one-time job in the future"""
+
+    name = db.Column(db.String(128), nullable=False)
+    payload = db.Column(db.JSON)
+
+    # whether the job has been taken by the job runner
+    taken = db.Column(db.Boolean, default=False, nullable=False)
+    run_at = db.Column(ArrowType)
+
+    def __repr__(self):
+        return f"<Job {self.id} {self.name} {self.payload}>"
diff --git a/job_runner.py b/job_runner.py
new file mode 100644
index 00000000..0c412112
--- /dev/null
+++ b/job_runner.py
@@ -0,0 +1,79 @@
+"""
+Run scheduled jobs.
+Not meant for running job at precise time (+- 1h)
+"""
+import time
+
+import arrow
+
+from app.config import JOB_ONBOARDING_1
+from app.email_utils import (
+    send_email,
+    render,
+)
+from app.extensions import db
+from app.log import LOG
+from app.models import (
+    User,
+    Job,
+)
+from server import create_app
+
+
+# fix the database connection leak issue
+# use this method instead of create_app
+def new_app():
+    app = create_app()
+
+    @app.teardown_appcontext
+    def shutdown_session(response_or_exc):
+        # same as shutdown_session() in flask-sqlalchemy but this is not enough
+        db.session.remove()
+
+        # dispose the engine too
+        db.engine.dispose()
+
+    return app
+
+
+def onboarding_1(user):
+    if not user.notification:
+        LOG.d("User %s disable notification setting", user)
+        return
+
+    send_email(
+        user.email,
+        f"Do you know you can send emails to anyone from your alias?",
+        render("com/onboarding-1.txt", user=user),
+        render("com/onboarding-1.html", user=user),
+    )
+
+
+if __name__ == "__main__":
+    while True:
+        # run a job 1h earlier or later is not a big deal ...
+        min_dt = arrow.now().shift(hours=-1)
+        max_dt = arrow.now().shift(hours=1)
+
+        app = new_app()
+
+        with app.app_context():
+            for job in Job.query.filter(
+                Job.taken == False, Job.run_at > min_dt, Job.run_at <= max_dt
+            ).all():
+                LOG.d("Take job %s", job)
+
+                # mark the job as taken, whether it will be executed successfully or not
+                job.taken = True
+                db.session.commit()
+
+                if job.name == JOB_ONBOARDING_1:
+                    user_id = job.payload.get("user_id")
+                    user = User.get(user_id)
+
+                    LOG.d("run onboarding_1 for user %s", user)
+                    onboarding_1(user)
+                else:
+                    LOG.error("Unknown job name %s", job.name)
+
+        time.sleep(10)
diff --git a/migrations/versions/2020_020313_9c976df9b9c4_.py b/migrations/versions/2020_020313_9c976df9b9c4_.py
new file mode 100644
index 00000000..0badff55
--- /dev/null
+++ b/migrations/versions/2020_020313_9c976df9b9c4_.py
@@ -0,0 +1,38 @@
+"""empty message
+
+Revision ID: 9c976df9b9c4
+Revises: 7c39ba4ec38d
+Create Date: 2020-02-03 13:08:29.049797
+
+"""
+import sqlalchemy_utils
+from alembic import op
+import sqlalchemy as sa
+
+
+# revision identifiers, used by Alembic.
+revision = '9c976df9b9c4'
+down_revision = '7c39ba4ec38d'
+branch_labels = None
+depends_on = None
+
+
+def upgrade():
+    # ### commands auto generated by Alembic - please adjust! ###
+    op.create_table('job',
+    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('name', sa.String(length=128), nullable=False),
+    sa.Column('payload', sa.JSON(), nullable=True),
+    sa.Column('taken', sa.Boolean(), nullable=False),
+    sa.Column('run_at', sqlalchemy_utils.types.arrow.ArrowType(), nullable=True),
+    sa.PrimaryKeyConstraint('id')
+    )
+    # ### end Alembic commands ###
+
+
+def downgrade():
+    # ### commands auto generated by Alembic - please adjust! ###
+    op.drop_table('job')
+    # ### end Alembic commands ###
diff --git a/templates/emails/com/onboarding-1.html b/templates/emails/com/onboarding-1.html
new file mode 100644
index 00000000..7f498ce8
--- /dev/null
+++ b/templates/emails/com/onboarding-1.html
@@ -0,0 +1,25 @@
+{% extends "base.html" %}
+
+{% block content %}
+  {{ render_text("This email is sent to " + user.email + " and is part of our onboarding series.") }}
+
+  {{ render_text('Unsubscribe from our emails on <a href="https://app.simplelogin.io/dashboard/setting#notification">https://app.simplelogin.io/dashboard/setting#notification</a>') }}
+
+  {{ render_text("<hr>") }}
+
+  {{ render_text("Hi " + user.name) }}
+  {{ render_text("Do you know you can send emails to anyone from your alias?") }}
+  {{ render_text("This Youtube video quickly walks you through the steps:") }}
+
+  {{ render_text('<a href="https://youtu.be/VsypF-DBaow">https://youtu.be/VsypF-DBaow</a>') }}
+
+  {{ render_text("Here are the steps:") }}
+  {{ render_text("1. First click <b>Send Email</b> on your alias you want to send email from.") }}
+  {{ render_text("2. Enter your contact email, this will generate a <b>reverse-alias</b>.") }}
+  {{ render_text("3. Use this reverse-alias <b>instead of your contact email</b>.") }}
+  {{ render_text("4. Your contact will receive this email from your alias.") }}
+
+  {{ render_text("As usual, let me know if you have any question by replying to this email.") }}
+
+{% endblock %}
+
diff --git a/templates/emails/com/onboarding-1.txt b/templates/emails/com/onboarding-1.txt
new file mode 100644
index 00000000..01ec9564
--- /dev/null
+++ b/templates/emails/com/onboarding-1.txt
@@ -0,0 +1,21 @@
+This email is sent to {{ user.email }} and is part of our onboarding series.
+Unsubscribe from our emails on https://app.simplelogin.io/dashboard/setting#notification
+----------------
+
+Hi {{user.name}}
+
+Do you know you can send an email to anyone from your alias?
+This below Youtube video walks you quickly through the steps:
+
+https://youtu.be/VsypF-DBaow
+
+Here are the steps:
+1. First click "Send Email" on your alias you want to send email from
+2. Enter your contact email, this will generate an "reverse-alias"
+3. Use this reverse-alias instead of your contact email
+4. Your contact will receive this email from your alias.
+
+As usual, let me know if you have any question by replying to this email.
+
+Best regards,
+Son - SimpleLogin founder.
\ No newline at end of file
diff --git a/tests/api/test_auth_login.py b/tests/api/test_auth_login.py
index 0dbfb4a3..59f89024 100644
--- a/tests/api/test_auth_login.py
+++ b/tests/api/test_auth_login.py
@@ -16,7 +16,7 @@ def test_auth_login_success_mfa_disabled(flask_client):
     assert r.status_code == 200
     assert r.json["api_key"]
     assert r.json["mfa_enabled"] == False
-    assert r.json["mfa_key"] == ""
+    assert r.json["mfa_key"] is None
     assert r.json["name"] == "Test User"
 
 
@@ -36,7 +36,7 @@ def test_auth_login_success_mfa_enabled(flask_client):
     )
 
     assert r.status_code == 200
-    assert r.json["api_key"] == ""
+    assert r.json["api_key"] is None
     assert r.json["mfa_enabled"] == True
     assert r.json["mfa_key"]
     assert r.json["name"] == "Test User"