diff --git a/elementary/monitor/cli.py b/elementary/monitor/cli.py
index f1c4cbbfd..459bbc1b2 100644
--- a/elementary/monitor/cli.py
+++ b/elementary/monitor/cli.py
@@ -779,7 +779,7 @@ def send_report(
             project_name=project_name,
             remote_file_path=bucket_file_path,
             disable_html_attachment=(disable == "html_attachment"),
-            include_description=(include == "description"),
+            include_description=(include in ("description", "descriptions")),
         )
 
         anonymous_tracking.track_cli_end(
diff --git a/tests/unit/cli/test_send_report_include.py b/tests/unit/cli/test_send_report_include.py
new file mode 100644
index 000000000..3ad98e85d
--- /dev/null
+++ b/tests/unit/cli/test_send_report_include.py
@@ -0,0 +1,57 @@
+from typing import Optional
+from unittest import mock
+
+import pytest
+from click.testing import CliRunner
+
+from elementary.config.config import Config
+from elementary.monitor.cli import monitor
+
+
+@pytest.fixture(autouse=True)
+def isolated_env(tmp_path, monkeypatch):
+    monkeypatch.setenv("DBT_LOG_PATH", str(tmp_path))
+    monkeypatch.setattr(Config, "DEFAULT_CONFIG_DIR", str(tmp_path))
+    monkeypatch.setattr(Config, "DEFAULT_TARGET_PATH", str(tmp_path))
+    with mock.patch("elementary.monitor.cli.AnonymousCommandLineTracking"):
+        yield
+
+
+@pytest.mark.parametrize(
+    "include,expected_include_description",
+    [
+        (None, False),
+        ("descriptions", True),
+        ("description", True),
+        ("other", False),
+    ],
+)
+def test_send_report_include_description(
+    tmp_path, include: Optional[str], expected_include_description: bool
+):
+    include_args = ["--include", include] if include else []
+    with mock.patch("elementary.monitor.cli.SelectorFilter"), mock.patch(
+        "elementary.monitor.cli.DataMonitoringReport"
+    ) as data_monitoring_report:
+        result = CliRunner().invoke(
+            monitor,
+            [
+                "send-report",
+                "--config-dir",
+                str(tmp_path),
+                "--target-path",
+                str(tmp_path),
+                "--slack-token",
+                "mock",
+                "--slack-channel-name",
+                "mock",
+                *include_args,
+            ],
+            catch_exceptions=False,
+        )
+    assert result.exit_code == 0, result.output
+    send_report = data_monitoring_report.return_value.send_report
+    assert (
+        send_report.call_args.kwargs["include_description"]
+        == expected_include_description
+    )