diff --git a/jbi/jira/service.py b/jbi/jira/service.py
index 011502a1..c83636bc 100644
--- a/jbi/jira/service.py
+++ b/jbi/jira/service.py
@@ -290,6 +290,13 @@ def update_issue_status(self, context: ActionContext, jira_status: str):
         issue_key = context.jira.issue
         assert issue_key  # Until we have more fine-grained typing of contexts
 
+        kwargs = {}
+        if jira_status == "Cancelled":
+            kwargs["fields"] = {
+                "comment": "Issue was cancelled.",
+                "resolution": {"name": "Invalid"},
+            }
+
         logger.info(
             "Updating Jira status to %s",
             jira_status,
@@ -298,6 +305,7 @@ def update_issue_status(self, context: ActionContext, jira_status: str):
         return self.client.set_issue_status(
             issue_key,
             jira_status,
+            **kwargs,
         )
 
     def update_issue_summary(self, context: ActionContext):
diff --git a/tests/unit/jira/test_service.py b/tests/unit/jira/test_service.py
index 53dee44a..8aa17395 100644
--- a/tests/unit/jira/test_service.py
+++ b/tests/unit/jira/test_service.py
@@ -174,6 +174,36 @@ def test_get_issue_reraises_other_erroring_status_codes(
     assert record.message == "Getting issue JBI-234"
 
 
+def test_update_issue_status_adds_comment_and_resolution_when_cancelled(
+    jira_service, settings, mocked_responses, action_context_factory, capturelogs
+):
+    context = action_context_factory(jira__issue="JBI-234")
+    url = f"{settings.jira_base_url}rest/api/2/issue/JBI-234/transitions"
+
+    mocked_responses.add(
+        responses.GET,
+        url,
+        json={"transitions": [{"name": "foo", "id": 42, "to": {"name": "Cancelled"}}]},
+    )
+    mocked_responses.add(
+        responses.POST,
+        url,
+        match=[
+            responses.matchers.json_params_matcher(
+                {
+                    "transition": {"id": 42},
+                    "fields": {
+                        "comment": "Issue was cancelled.",
+                        "resolution": {"name": "Invalid"},
+                    },
+                }
+            )
+        ],
+    )
+
+    jira_service.update_issue_status(context=context, jira_status="Cancelled")
+
+
 def test_update_issue_resolution(
     jira_service, settings, mocked_responses, action_context_factory, capturelogs
 ):