diff --git a/corporate/tests/test_stripe.py b/corporate/tests/test_stripe.py
index 4a009f0833..f302a62f11 100644
--- a/corporate/tests/test_stripe.py
+++ b/corporate/tests/test_stripe.py
@@ -4706,7 +4706,7 @@ class InvoiceTest(StripeTestCase):
     def test_invoice_plan_without_stripe_customer(self) -> None:
         self.local_upgrade(self.seat_count, True, CustomerPlan.ANNUAL, False, False)
         plan = get_current_plan_by_realm(get_realm("zulip"))
-        assert plan and plan.customer
+        assert plan is not None
         plan.customer.stripe_customer_id = None
         plan.customer.save(update_fields=["stripe_customer_id"])
         with self.assertRaises(BillingError) as context:
diff --git a/pyproject.toml b/pyproject.toml
index 92b1b7e275..df83fbf226 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -27,6 +27,7 @@ warn_return_any = false
 # Enable optional errors.
 enable_error_code = [
     "redundant-expr",
+    "truthy-bool",
 ]
 
 # Display the codes needed for # type: ignore[code] annotations.
diff --git a/zerver/actions/message_send.py b/zerver/actions/message_send.py
index 17dccbd51b..19cd1443ce 100644
--- a/zerver/actions/message_send.py
+++ b/zerver/actions/message_send.py
@@ -1396,7 +1396,7 @@ def check_message(
 
     elif addressee.is_private():
         user_profiles = addressee.user_profiles()
-        mirror_message = client and client.name in [
+        mirror_message = client.name in [
             "zephyr_mirror",
             "irc_mirror",
             "jabber_mirror",
diff --git a/zerver/tests/test_custom_profile_data.py b/zerver/tests/test_custom_profile_data.py
index ac701cbb4a..6932a0bc6b 100644
--- a/zerver/tests/test_custom_profile_data.py
+++ b/zerver/tests/test_custom_profile_data.py
@@ -754,7 +754,6 @@ class ListCustomProfileFieldTest(CustomProfileFieldTestCase):
         iago = self.example_user("iago")
         test_bot = self.create_test_bot("foo-bot", iago)
         self.login_user(iago)
-        assert test_bot
 
         with queries_captured() as queries:
             response = self.client_get(
diff --git a/zerver/tests/test_import_export.py b/zerver/tests/test_import_export.py
index d4e13a09c6..529de86181 100644
--- a/zerver/tests/test_import_export.py
+++ b/zerver/tests/test_import_export.py
@@ -644,7 +644,6 @@ class RealmImportExportTest(ExportFile):
             realm_emoji = check_add_realm_emoji(
                 realm=hamlet.realm, name="hawaii", author=hamlet, image_file=img_file
             )
-            assert realm_emoji
             self.assertEqual(realm_emoji.name, "hawaii")
 
         # Deactivate a user to ensure such a case is covered.
@@ -801,7 +800,7 @@ class RealmImportExportTest(ExportFile):
             imported_realm_result = f(imported_realm)
             # orig_realm_result should be truthy and have some values, otherwise
             # the test is kind of meaningless
-            assert orig_realm_result
+            assert orig_realm_result  # type: ignore[truthy-bool] # see above
 
             # It may be helpful to do print(f.__name__) if you are having
             # trouble debugging this.
diff --git a/zerver/tests/test_transfer.py b/zerver/tests/test_transfer.py
index 116409fe5d..3188f77255 100644
--- a/zerver/tests/test_transfer.py
+++ b/zerver/tests/test_transfer.py
@@ -88,8 +88,6 @@ class TransferUploadsToS3Test(ZulipTestCase):
 
         with get_test_image_file("img.png") as image_file:
             emoji = check_add_realm_emoji(othello.realm, emoji_name, othello, image_file)
-        if not emoji:
-            raise AssertionError("Unable to add emoji.")
 
         emoji_path = RealmEmoji.PATH_ID_TEMPLATE.format(
             realm_id=othello.realm_id,
@@ -115,8 +113,6 @@ class TransferUploadsToS3Test(ZulipTestCase):
 
         with get_test_image_file("animated_img.gif") as image_file:
             emoji = check_add_realm_emoji(othello.realm, emoji_name, othello, image_file)
-        if not emoji:
-            raise AssertionError("Unable to add emoji.")
 
         emoji_path = RealmEmoji.PATH_ID_TEMPLATE.format(
             realm_id=othello.realm_id,
diff --git a/zerver/webhooks/jira/view.py b/zerver/webhooks/jira/view.py
index 442936227d..ac2e23693a 100644
--- a/zerver/webhooks/jira/view.py
+++ b/zerver/webhooks/jira/view.py
@@ -78,17 +78,16 @@ def convert_jira_markup(content: str, realm: Realm) -> str:
     # Try to convert a Jira user mention of format [~username] into a
     # Zulip user mention. We don't know the email, just the Jira username,
     # so we naively guess at their Zulip account using this
-    if realm:
-        mention_re = re.compile("\\[~(.*?)\\]")
-        for username in mention_re.findall(content):
-            # Try to look up username
-            user_profile = guess_zulip_user_from_jira(username, realm)
-            if user_profile:
-                replacement = f"**{user_profile.full_name}**"
-            else:
-                replacement = f"**{username}**"
+    mention_re = re.compile("\\[~(.*?)\\]")
+    for username in mention_re.findall(content):
+        # Try to look up username
+        user_profile = guess_zulip_user_from_jira(username, realm)
+        if user_profile:
+            replacement = f"**{user_profile.full_name}**"
+        else:
+            replacement = f"**{username}**"
 
-            content = content.replace(f"[~{username}]", replacement)
+        content = content.replace(f"[~{username}]", replacement)
 
     return content