diff --git a/homeassistant/components/homeassistant/triggers/event.py b/homeassistant/components/homeassistant/triggers/event.py
index 4498702bac4..afd2b40e842 100644
--- a/homeassistant/components/homeassistant/triggers/event.py
+++ b/homeassistant/components/homeassistant/triggers/event.py
@@ -25,14 +25,11 @@ TRIGGER_SCHEMA = vol.Schema(
 )
 
 
-def _populate_schema(config, config_parameter):
-    if config_parameter not in config:
-        return None
+def _schema_value(value):
+    if isinstance(value, list):
+        return vol.In(value)
 
-    return vol.Schema(
-        {vol.Required(key): value for key, value in config[config_parameter].items()},
-        extra=vol.ALLOW_EXTRA,
-    )
+    return value
 
 
 async def async_attach_trigger(
@@ -40,8 +37,26 @@ async def async_attach_trigger(
 ):
     """Listen for events based on configuration."""
     event_type = config.get(CONF_EVENT_TYPE)
-    event_data_schema = _populate_schema(config, CONF_EVENT_DATA)
-    event_context_schema = _populate_schema(config, CONF_EVENT_CONTEXT)
+
+    event_data_schema = None
+    if config.get(CONF_EVENT_DATA):
+        event_data_schema = vol.Schema(
+            {
+                vol.Required(key): value
+                for key, value in config.get(CONF_EVENT_DATA).items()
+            },
+            extra=vol.ALLOW_EXTRA,
+        )
+
+    event_context_schema = None
+    if config.get(CONF_EVENT_CONTEXT):
+        event_context_schema = vol.Schema(
+            {
+                vol.Required(key): _schema_value(value)
+                for key, value in config.get(CONF_EVENT_CONTEXT).items()
+            },
+            extra=vol.ALLOW_EXTRA,
+        )
 
     @callback
     def handle_event(event):
diff --git a/tests/components/homeassistant/triggers/test_event.py b/tests/components/homeassistant/triggers/test_event.py
index aa0acae254c..babb2bf4d87 100644
--- a/tests/components/homeassistant/triggers/test_event.py
+++ b/tests/components/homeassistant/triggers/test_event.py
@@ -235,3 +235,59 @@ async def test_if_not_fires_if_event_context_not_matches(
     hass.bus.async_fire("test_event", {}, context=context_with_user)
     await hass.async_block_till_done()
     assert len(calls) == 0
+
+
+async def test_if_fires_on_multiple_user_ids(hass, calls, context_with_user):
+    """Test the firing of event when the trigger has multiple user ids."""
+    assert await async_setup_component(
+        hass,
+        automation.DOMAIN,
+        {
+            automation.DOMAIN: {
+                "trigger": {
+                    "platform": "event",
+                    "event_type": "test_event",
+                    "event_data": {},
+                    "context": {"user_id": [context_with_user.user_id, "another id"]},
+                },
+                "action": {"service": "test.automation"},
+            }
+        },
+    )
+
+    hass.bus.async_fire("test_event", {}, context=context_with_user)
+    await hass.async_block_till_done()
+    assert len(calls) == 1
+
+
+async def test_event_data_with_list(hass, calls):
+    """Test the (non)firing of event when the data schema has lists."""
+    assert await async_setup_component(
+        hass,
+        automation.DOMAIN,
+        {
+            automation.DOMAIN: {
+                "trigger": {
+                    "platform": "event",
+                    "event_type": "test_event",
+                    "event_data": {"some_attr": [1, 2]},
+                    "context": {},
+                },
+                "action": {"service": "test.automation"},
+            }
+        },
+    )
+
+    hass.bus.async_fire("test_event", {"some_attr": [1, 2]})
+    await hass.async_block_till_done()
+    assert len(calls) == 1
+
+    # don't match a single value
+    hass.bus.async_fire("test_event", {"some_attr": 1})
+    await hass.async_block_till_done()
+    assert len(calls) == 1
+
+    # don't match a containing list
+    hass.bus.async_fire("test_event", {"some_attr": [1, 2, 3]})
+    await hass.async_block_till_done()
+    assert len(calls) == 1