diff --git a/CHANGELOG.md b/CHANGELOG.md
index fdceacc7..fbc80b9c 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -7,6 +7,11 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 
 ## Unreleased
 
+### Fixed
+
+- Address bug when a Shift Swap Request is accepted either via the web or mobile UI, and the Slack message is not
+  updated to reflect the latest state by @joeyorlando ([#2886](https://github.com/grafana/oncall/pull/2886))
+
 ## v1.3.27 (2023-08-25)
 
 ### Added
diff --git a/engine/apps/api/tests/test_shift_swaps.py b/engine/apps/api/tests/test_shift_swaps.py
index 145c79ca..05a17750 100644
--- a/engine/apps/api/tests/test_shift_swaps.py
+++ b/engine/apps/api/tests/test_shift_swaps.py
@@ -669,8 +669,9 @@ def test_delete_others_ssr_permissions(ssr_setup, make_user_auth_headers):
     assert response.status_code == status.HTTP_403_FORBIDDEN
 
 
+@patch("apps.api.views.shift_swap.update_shift_swap_request_message")
 @pytest.mark.django_db
-def test_take(ssr_setup, make_user_auth_headers):
+def test_take(mock_update_shift_swap_request_message, ssr_setup, make_user_auth_headers):
     ssr, _, token, benefactor = ssr_setup()
     client = APIClient()
     url = reverse("api-internal:shift_swap-take", kwargs={"pk": ssr.public_primary_key})
@@ -696,9 +697,14 @@ def test_take(ssr_setup, make_user_auth_headers):
     assert response.status_code == status.HTTP_200_OK
     assert response_json == expected_response
 
+    mock_update_shift_swap_request_message.apply_async.assert_called_once_with((ssr.pk,))
 
+
+@patch("apps.api.views.shift_swap.update_shift_swap_request_message")
 @pytest.mark.django_db
-def test_benficiary_tries_to_take_their_own_ssr(ssr_setup, make_user_auth_headers):
+def test_benficiary_tries_to_take_their_own_ssr(
+    mock_update_shift_swap_request_message, ssr_setup, make_user_auth_headers
+):
     ssr, beneficiary, token, _ = ssr_setup()
     client = APIClient()
     url = reverse("api-internal:shift_swap-take", kwargs={"pk": ssr.public_primary_key})
@@ -706,6 +712,8 @@ def test_benficiary_tries_to_take_their_own_ssr(ssr_setup, make_user_auth_header
     response = client.post(url, format="json", **make_user_auth_headers(beneficiary, token))
     assert response.status_code == status.HTTP_400_BAD_REQUEST
 
+    mock_update_shift_swap_request_message.apply_async.assert_not_called()
+
 
 @pytest.mark.django_db
 def test_take_already_taken_ssr(ssr_setup, make_user_auth_headers):
@@ -713,15 +721,22 @@ def test_take_already_taken_ssr(ssr_setup, make_user_auth_headers):
     client = APIClient()
     url = reverse("api-internal:shift_swap-take", kwargs={"pk": ssr.public_primary_key})
 
-    response = client.post(url, format="json", **make_user_auth_headers(benefactor, token))
-    assert response.status_code == status.HTTP_200_OK
+    with patch("apps.api.views.shift_swap.update_shift_swap_request_message") as mock_update_shift_swap_request_message:
+        response = client.post(url, format="json", **make_user_auth_headers(benefactor, token))
+        assert response.status_code == status.HTTP_200_OK
 
-    response = client.post(url, format="json", **make_user_auth_headers(benefactor, token))
-    assert response.status_code == status.HTTP_400_BAD_REQUEST
+        mock_update_shift_swap_request_message.apply_async.assert_called_once_with((ssr.pk,))
+
+    with patch("apps.api.views.shift_swap.update_shift_swap_request_message") as mock_update_shift_swap_request_message:
+        response = client.post(url, format="json", **make_user_auth_headers(benefactor, token))
+        assert response.status_code == status.HTTP_400_BAD_REQUEST
+
+        mock_update_shift_swap_request_message.apply_async.assert_not_called()
 
 
+@patch("apps.api.views.shift_swap.update_shift_swap_request_message")
 @pytest.mark.django_db
-def test_take_past_due_ssr(ssr_setup, make_user_auth_headers):
+def test_take_past_due_ssr(mock_update_shift_swap_request_message, ssr_setup, make_user_auth_headers):
     ssr, _, token, benefactor = ssr_setup()
     client = APIClient()
     url = reverse("api-internal:shift_swap-take", kwargs={"pk": ssr.public_primary_key})
@@ -732,9 +747,12 @@ def test_take_past_due_ssr(ssr_setup, make_user_auth_headers):
     response = client.post(url, format="json", **make_user_auth_headers(benefactor, token))
     assert response.status_code == status.HTTP_400_BAD_REQUEST
 
+    mock_update_shift_swap_request_message.apply_async.assert_not_called()
 
+
+@patch("apps.api.views.shift_swap.update_shift_swap_request_message")
 @pytest.mark.django_db
-def test_take_deleted_ssr(ssr_setup, make_user_auth_headers):
+def test_take_deleted_ssr(mock_update_shift_swap_request_message, ssr_setup, make_user_auth_headers):
     ssr, _, token, benefactor = ssr_setup()
     client = APIClient()
     url = reverse("api-internal:shift_swap-take", kwargs={"pk": ssr.public_primary_key})
@@ -744,6 +762,8 @@ def test_take_deleted_ssr(ssr_setup, make_user_auth_headers):
     response = client.post(url, format="json", **make_user_auth_headers(benefactor, token))
     assert response.status_code == status.HTTP_404_NOT_FOUND
 
+    mock_update_shift_swap_request_message.apply_async.assert_not_called()
+
 
 @patch("apps.api.views.shift_swap.ShiftSwapViewSet.take", return_value=mock_success_response)
 @pytest.mark.django_db
diff --git a/engine/apps/api/views/shift_swap.py b/engine/apps/api/views/shift_swap.py
index 8e89d68c..5a4c01af 100644
--- a/engine/apps/api/views/shift_swap.py
+++ b/engine/apps/api/views/shift_swap.py
@@ -45,6 +45,8 @@ class BaseShiftSwapViewSet(ModelViewSet):
         except exceptions.BeneficiaryCannotTakeOwnShiftSwapRequest:
             raise BadRequest(detail="A shift swap request cannot be created and taken by the same user")
 
+        update_shift_swap_request_message.apply_async((shift_swap.pk,))
+
         return ShiftSwapRequestSerializer(shift_swap).data
 
     def get_serializer_class(self):
diff --git a/engine/apps/public_api/tests/test_shift_swap.py b/engine/apps/public_api/tests/test_shift_swap.py
index 913144f7..a4593320 100644
--- a/engine/apps/public_api/tests/test_shift_swap.py
+++ b/engine/apps/public_api/tests/test_shift_swap.py
@@ -330,8 +330,10 @@ def test_delete(
     mock_update_shift_swap_request_message.apply_async.assert_called_once_with((swap.pk,))
 
 
+@patch("apps.api.views.shift_swap.update_shift_swap_request_message")
 @pytest.mark.django_db
 def test_take(
+    mock_update_shift_swap_request_message,
     make_organization_and_user_with_token,
     make_user_for_organization,
     setup_swap,
@@ -352,9 +354,13 @@ def test_take(
     assert swap.status == ShiftSwapRequest.Statuses.TAKEN
     assert swap.benefactor == another_user
 
+    mock_update_shift_swap_request_message.apply_async.assert_called_once_with((swap.pk,))
 
+
+@patch("apps.api.views.shift_swap.update_shift_swap_request_message")
 @pytest.mark.django_db
 def test_take_requires_benefactor(
+    mock_update_shift_swap_request_message,
     make_organization_and_user_with_token,
     setup_swap,
 ):
@@ -372,9 +378,13 @@ def test_take_requires_benefactor(
     assert swap.status == ShiftSwapRequest.Statuses.OPEN
     assert swap.benefactor is None
 
+    mock_update_shift_swap_request_message.apply_async.assert_not_called()
 
+
+@patch("apps.api.views.shift_swap.update_shift_swap_request_message")
 @pytest.mark.django_db
 def test_take_errors(
+    mock_update_shift_swap_request_message,
     make_organization_and_user_with_token,
     make_user_for_organization,
     setup_swap,
@@ -411,3 +421,5 @@ def test_take_errors(
     data = {"benefactor": another_user.public_primary_key}
     response = client.post(url, data, format="json", HTTP_AUTHORIZATION=f"{token}")
     assert response.status_code == status.HTTP_400_BAD_REQUEST
+
+    mock_update_shift_swap_request_message.apply_async.assert_not_called()
diff --git a/engine/apps/slack/tests/test_interactive_api_endpoint.py b/engine/apps/slack/tests/test_interactive_api_endpoint.py
index fdb6c4c3..62d2026c 100644
--- a/engine/apps/slack/tests/test_interactive_api_endpoint.py
+++ b/engine/apps/slack/tests/test_interactive_api_endpoint.py
@@ -228,7 +228,7 @@ def test_accept_shift_swap_request(
                 "action_id": "AcceptShiftSwapRequestStep",
                 "block_id": "G0ec",
                 "text": {"type": "plain_text", "text": ":heavy_check_mark: Accept Shift Swap Request", "emoji": True},
-                "value": '{"shift_swap_request_pk": 5, "organization_id": 1}',
+                "value": f'{{"shift_swap_request_pk": 5, "organization_id": {organization.pk}}}',
                 "style": "primary",
                 "type": "button",
                 "action_ts": "1693208812.474860",