diff --git a/tests/telemetry/test_telemetry.py b/tests/telemetry/test_telemetry.py
index 71971aa..1bb29bd 100644
--- a/tests/telemetry/test_telemetry.py
+++ b/tests/telemetry/test_telemetry.py
@@ -383,7 +383,7 @@ def test_get_version_timeout():
     assert total_runtime < datetime.timedelta(milliseconds=1500)
 
 
-def write_to_conf_file(tmp_directory, monkeypatch, last_check):
+def write_to_conf_file(tmp_directory, monkeypatch, last_check, last_cloud_check=None):
     stats = Path("stats")
     stats.mkdir()
     conf_path = stats / "config.yaml"
@@ -392,6 +392,9 @@ def write_to_conf_file(tmp_directory, monkeypatch, last_check):
     conf_path.write_text("version_check_enabled: True\n")
     version_path.write_text(f"last_version_check: {last_check}\n")
 
+    if last_cloud_check:
+        version_path.write_text(f"last_cloud_check: {last_cloud_check}\n")
+
     # force to reset data so we load from the data we just wrote
     monkeypatch.setattr(telemetry, "internal", telemetry.Internal())
 
@@ -1031,3 +1034,43 @@ def my_function(x, y, z):
     }
 
     assert my_function.__wrapped__._telemetry_error is None
+
+
+@pytest.mark.parametrize(
+    "last_cloud_check",
+    [
+        None,
+        "2022-01-20 10:51:41.082376",
+    ],
+    ids=[
+        "first-time",
+        "not-first-time",
+    ],
+)
+def test_check_cloud(tmp_directory, monkeypatch, capsys, last_cloud_check):
+    write_to_conf_file(
+        tmp_directory=tmp_directory,
+        monkeypatch=monkeypatch,
+        last_check="2022-01-20 10:51:41.082376",
+        last_cloud_check=last_cloud_check,
+    )
+
+    now = datetime.datetime.now()
+    fake_datetime = Mock()
+    fake_datetime.now.return_value = now
+
+    with monkeypatch.context() as m:
+        m.setattr(telemetry.datetime, "datetime", fake_datetime)
+        telemetry.check_cloud()
+
+    config = yaml.safe_load(Path("stats", "uid.yaml").read_text())
+
+    captured = capsys.readouterr()
+
+    expected = (
+        "Deploy AI and data apps for free on Ploomber Cloud!"
+        " Sign up here: https://www.platform.ploomber.io/register"
+    )
+
+    assert expected in captured.out
+    assert config["last_cloud_check"] == now