diff --git a/app/celery/letters_pdf_tasks.py b/app/celery/letters_pdf_tasks.py
index b164e64f8..4cd0caf1d 100644
--- a/app/celery/letters_pdf_tasks.py
+++ b/app/celery/letters_pdf_tasks.py
@@ -210,7 +210,7 @@ def process_virus_scan_passed(self, filename):
     try:
         billable_units = _get_page_count(notification, old_pdf)
     except PdfReadError:
-        _move_invalid_letter_and_update_status(notification.reference, filename, scan_pdf_object)
+        _move_invalid_letter_and_update_status(notification, filename, scan_pdf_object)
         return
 
     new_pdf = _sanitise_precompiled_pdf(self, notification, old_pdf)
@@ -222,7 +222,7 @@ def process_virus_scan_passed(self, filename):
 
     if not new_pdf:
         current_app.logger.info('Invalid precompiled pdf received {} ({})'.format(notification.id, filename))
-        _move_invalid_letter_and_update_status(notification.reference, filename, scan_pdf_object)
+        _move_invalid_letter_and_update_status(notification, filename, scan_pdf_object)
         return
     else:
         current_app.logger.info(
@@ -230,18 +230,23 @@ def process_virus_scan_passed(self, filename):
 
     current_app.logger.info('notification id {} ({}) sanitised and ready to send'.format(notification.id, filename))
 
-    _upload_pdf_to_test_or_live_pdf_bucket(
-        new_pdf,
-        filename,
-        is_test_letter=is_test_key)
+    try:
+        _upload_pdf_to_test_or_live_pdf_bucket(
+            new_pdf,
+            filename,
+            is_test_letter=is_test_key)
 
-    update_letter_pdf_status(
-        reference=reference,
-        status=NOTIFICATION_DELIVERED if is_test_key else NOTIFICATION_CREATED,
-        billable_units=billable_units
-    )
-
-    scan_pdf_object.delete()
+        update_letter_pdf_status(
+            reference=reference,
+            status=NOTIFICATION_DELIVERED if is_test_key else NOTIFICATION_CREATED,
+            billable_units=billable_units
+        )
+        scan_pdf_object.delete()
+    except BotoClientError:
+        current_app.logger.exception(
+            "Error uploading letter to live pdf bucket for notification: {}".format(notification.id)
+        )
+        update_notification_status_by_id(notification.id, NOTIFICATION_TECHNICAL_FAILURE)
 
 
 def _get_page_count(notification, old_pdf):
@@ -255,14 +260,20 @@ def _get_page_count(notification, old_pdf):
         raise e
 
 
-def _move_invalid_letter_and_update_status(notification_reference, filename, scan_pdf_object):
-    move_scan_to_invalid_pdf_bucket(filename)
-    scan_pdf_object.delete()
+def _move_invalid_letter_and_update_status(notification, filename, scan_pdf_object):
+    try:
+        move_scan_to_invalid_pdf_bucket(filename)
+        scan_pdf_object.delete()
 
-    update_letter_pdf_status(
-        reference=notification_reference,
-        status=NOTIFICATION_VALIDATION_FAILED,
-        billable_units=0)
+        update_letter_pdf_status(
+            reference=notification.reference,
+            status=NOTIFICATION_VALIDATION_FAILED,
+            billable_units=0)
+    except BotoClientError:
+        current_app.logger.exception(
+            "Error when moving letter with id {} to invalid PDF bucket".format(notification.id)
+        )
+        update_notification_status_by_id(notification.id, NOTIFICATION_TECHNICAL_FAILURE)
 
 
 def _upload_pdf_to_test_or_live_pdf_bucket(pdf_data, filename, is_test_letter):
diff --git a/tests/app/celery/test_letters_pdf_tasks.py b/tests/app/celery/test_letters_pdf_tasks.py
index 8396347e6..f99af3e80 100644
--- a/tests/app/celery/test_letters_pdf_tasks.py
+++ b/tests/app/celery/test_letters_pdf_tasks.py
@@ -23,6 +23,7 @@ from app.celery.letters_pdf_tasks import (
     process_virus_scan_failed,
     process_virus_scan_error,
     replay_letters_in_error,
+    _move_invalid_letter_and_update_status,
     _sanitise_precompiled_pdf
 )
 from app.letters.utils import get_letter_pdf_filename, ScanErrorType
@@ -46,6 +47,10 @@ from tests.conftest import set_config_values
 
 def test_should_have_decorated_tasks_functions():
     assert create_letters_pdf.__wrapped__.__name__ == 'create_letters_pdf'
+    assert collate_letter_pdfs_for_day.__wrapped__.__name__ == 'collate_letter_pdfs_for_day'
+    assert process_virus_scan_passed.__wrapped__.__name__ == 'process_virus_scan_passed'
+    assert process_virus_scan_failed.__wrapped__.__name__ == 'process_virus_scan_failed'
+    assert process_virus_scan_error.__wrapped__.__name__ == 'process_virus_scan_error'
 
 
 @pytest.mark.parametrize('personalisation', [{'name': 'test'}, None])
@@ -517,6 +522,67 @@ def test_process_letter_task_check_virus_scan_passed_when_file_cannot_be_opened(
     assert sample_letter_notification.billable_units == 0
 
 
+@mock_s3
+def test_process_virus_scan_passed_logs_error_and_sets_tech_failure_if_s3_error_uploading_to_live_bucket(
+    mocker,
+    sample_letter_notification,
+):
+    mock_logger = mocker.patch('app.celery.tasks.current_app.logger.exception')
+
+    sample_letter_notification.status = NOTIFICATION_PENDING_VIRUS_CHECK
+    filename = 'NOTIFY.{}'.format(sample_letter_notification.reference)
+
+    source_bucket_name = current_app.config['LETTERS_SCAN_BUCKET_NAME']
+    conn = boto3.resource('s3', region_name='eu-west-1')
+    conn.create_bucket(Bucket=source_bucket_name)
+
+    s3 = boto3.client('s3', region_name='eu-west-1')
+    s3.put_object(Bucket=source_bucket_name, Key=filename, Body=b'pdf_content')
+
+    mocker.patch('app.celery.letters_pdf_tasks._get_page_count', return_value=1)
+    mocker.patch('app.celery.letters_pdf_tasks._sanitise_precompiled_pdf', return_value=b'pdf_content')
+
+    error_response = {
+        'Error': {
+            'Code': 'InvalidParameterValue',
+            'Message': 'some error message from amazon',
+            'Type': 'Sender'
+        }
+    }
+    mocker.patch('app.celery.letters_pdf_tasks._upload_pdf_to_test_or_live_pdf_bucket',
+                 side_effect=ClientError(error_response, 'operation_name'))
+
+    process_virus_scan_passed(filename)
+
+    assert sample_letter_notification.status == NOTIFICATION_TECHNICAL_FAILURE
+    mock_logger.assert_called_once_with(
+        'Error uploading letter to live pdf bucket for notification: {}'.format(sample_letter_notification.id)
+    )
+
+
+def test_move_invalid_letter_and_update_status_logs_error_and_sets_tech_failure_state_if_s3_error(
+    mocker,
+    sample_letter_notification,
+):
+    error_response = {
+        'Error': {
+            'Code': 'InvalidParameterValue',
+            'Message': 'some error message from amazon',
+            'Type': 'Sender'
+        }
+    }
+    mocker.patch('app.celery.letters_pdf_tasks.move_scan_to_invalid_pdf_bucket',
+                 side_effect=ClientError(error_response, 'operation_name'))
+    mock_logger = mocker.patch('app.celery.tasks.current_app.logger.exception')
+
+    _move_invalid_letter_and_update_status(sample_letter_notification, 'filename', mocker.Mock())
+
+    assert sample_letter_notification.status == NOTIFICATION_TECHNICAL_FAILURE
+    mock_logger.assert_called_once_with(
+        'Error when moving letter with id {} to invalid PDF bucket'.format(sample_letter_notification.id)
+    )
+
+
 def test_process_letter_task_check_virus_scan_failed(sample_letter_notification, mocker):
     filename = 'NOTIFY.{}'.format(sample_letter_notification.reference)
     sample_letter_notification.status = NOTIFICATION_PENDING_VIRUS_CHECK