diff --git a/app/config.py b/app/config.py
index 201517a09..eabd7391f 100644
--- a/app/config.py
+++ b/app/config.py
@@ -51,6 +51,8 @@ class Config(object):
     SESSION_COOKIE_SECURE = True
     SESSION_REFRESH_EACH_REQUEST = True
     SHOW_STYLEGUIDE = True
+    # TODO: move to utils
+    SMS_CHAR_COUNT_LIMIT = 459
     TOKEN_MAX_AGE_SECONDS = 3600
     WTF_CSRF_ENABLED = True
     WTF_CSRF_TIME_LIMIT = None
diff --git a/app/main/views/send.py b/app/main/views/send.py
index 79596f84e..5572b7036 100644
--- a/app/main/views/send.py
+++ b/app/main/views/send.py
@@ -638,14 +638,23 @@ def _check_notification(service_id, template_id, exception=None):
 
 
 def get_template_error_dict(exception):
+    # TODO: Make API return some computer-friendly identifier as well as the end user error messages
     if 'service is in trial mode' in exception.message:
         error = 'not-allowed-to-send-to'
+    elif 'Exceeded send limits' in exception.message:
+        error = 'too-many-messages'
+    elif 'Content for template has a character count greater than the limit of' in exception.message:
+        error = 'message-too-long'
     else:
         raise exception
 
     return {
         'error': error,
-        'SMS_CHAR_COUNT_LIMIT': 0
+        'SMS_CHAR_COUNT_LIMIT': current_app.config['SMS_CHAR_COUNT_LIMIT'],
+        'current_service': current_service,
+
+        # used to trigger CSV specific err msg content, so not needed for single notification errors.
+        'original_file_name': False
     }
 
 
@@ -668,6 +677,10 @@ def send_notification(service_id, template_id):
             personalisation=session['placeholders']
         )
     except HTTPError as exception:
+        current_app.logger.info('Service {} could not send notification: "{}"'.format(
+            current_service['id'],
+            exception.message
+        ))
         return _check_notification(service_id, template_id, exception)
 
     session.pop('placeholders')
diff --git a/app/templates/partials/check/message-too-long.html b/app/templates/partials/check/message-too-long.html
index 9b3e2b8f4..b0192facb 100644
--- a/app/templates/partials/check/message-too-long.html
+++ b/app/templates/partials/check/message-too-long.html
@@ -1,3 +1,5 @@
+{% from "components/banner.html" import banner_wrapper %}
+
 <div class="bottom-gutter">
   {% call banner_wrapper(type='dangerous') %}
     <h1 class='banner-title'>
diff --git a/app/templates/partials/check/too-many-messages.html b/app/templates/partials/check/too-many-messages.html
index c81a0e75b..217ebad33 100644
--- a/app/templates/partials/check/too-many-messages.html
+++ b/app/templates/partials/check/too-many-messages.html
@@ -1,3 +1,5 @@
+{% from "components/banner.html" import banner_wrapper %}
+
 <div class="bottom-gutter">
   {% call banner_wrapper(type='dangerous') %}
     <h1 class='banner-title'>
diff --git a/app/templates/views/notifications/check.html b/app/templates/views/notifications/check.html
index 727b07e21..02656faae 100644
--- a/app/templates/views/notifications/check.html
+++ b/app/templates/views/notifications/check.html
@@ -14,9 +14,9 @@
     %}
       {% include "partials/check/not-allowed-to-send-to.html" %}
     {% endwith %}
-  {% elif error == 'more_rows_than_can_send' %}
+  {% elif error == 'too-many-messages' %}
     {% include "partials/check/too-many-messages.html" %}
-  {% elif error == 'row_errors' %}
+  {% elif error == 'message-too-long' %}
     {# the only row_errors we can get when sending one off messages is that the message is too long #}
     {% include "partials/check/message-too-long.html" %}
   {% else %}
diff --git a/tests/app/main/views/test_send.py b/tests/app/main/views/test_send.py
index a4218e3e0..dce07f62e 100644
--- a/tests/app/main/views/test_send.py
+++ b/tests/app/main/views/test_send.py
@@ -1730,24 +1730,48 @@ def test_send_notification_redirects_to_view_page(
     )
 
 
+TRIAL_MODE_MSG = (
+    'Can’t send to this recipient when service is in trial mode – '
+    'see https://www.notifications.service.gov.uk/trial-mode'
+)
+TOO_LONG_MSG = 'Content for template has a character count greater than the limit of 495'
+SERVICE_DAILY_LIMIT_MSG = 'Exceeded send limits (1000) for today'
+
+
+@pytest.mark.parametrize('exception_msg, expected_h1, expected_err_details', [
+    (
+        TRIAL_MODE_MSG,
+        'You can’t send to this phone number',
+        'In trial mode you can only send to yourself and members of your team'
+    ),
+    (
+        TOO_LONG_MSG,
+        'Message too long',
+        'Text messages can’t be longer than 459 characters. Your message is 678 characters.'
+    ),
+    (
+        SERVICE_DAILY_LIMIT_MSG,
+        'Daily limit reached',
+        'You can only send 1000 messages per day in trial mode.'
+    ),
+])
 def test_send_notification_shows_error_if_400(
     client_request,
     service_one,
     fake_uuid,
     mocker,
-    mock_get_service_template
+    mock_get_service_template_with_placeholders,
+    exception_msg,
+    expected_h1,
+    expected_err_details
 ):
-    trial_mode_msg = (
-        'Can’t send to this recipient when service is in trial mode – '
-        'see https://www.notifications.service.gov.uk/trial-mode'
-    )
     mocker.patch(
         'app.notification_api_client.send_notification',
-        side_effect=HTTPError(response=Mock(status_code=400), message=trial_mode_msg)
+        side_effect=HTTPError(response=Mock(status_code=400), message=exception_msg)
     )
     with client_request.session_transaction() as session:
         session['recipient'] = '07700900001'
-        session['placeholders'] = {'a': 'b'}
+        session['placeholders'] = {'name': 'a' * 500}
 
     page = client_request.post(
         'main.send_notification',
@@ -1756,4 +1780,6 @@ def test_send_notification_shows_error_if_400(
         _expected_status=200
     )
 
-    assert ' '.join(page.h1.text.split()) == 'You can’t send to this phone number'
+    assert ' '.join(page.h1.text.split()) == expected_h1
+    assert ' '.join(page.h1.parent.p.text.split()) == expected_err_details
+    assert not page.find('input[type=submit]')