diff --git a/lemur/plugins/lemur_entrust/tests/test_entrust.py b/lemur/plugins/lemur_entrust/tests/test_entrust.py
index b1cd4c83..b3f2e0c4 100644
--- a/lemur/plugins/lemur_entrust/tests/test_entrust.py
+++ b/lemur/plugins/lemur_entrust/tests/test_entrust.py
@@ -3,6 +3,7 @@ from unittest.mock import patch, Mock
 import arrow
 from cryptography import x509
 from lemur.plugins.lemur_entrust import plugin
+from freezegun import freeze_time
 
 
 def config_mock(*args):
@@ -20,12 +21,17 @@ def config_mock(*args):
     }
     return values[args[0]]
 
+@patch("lemur.plugins.lemur_digicert.plugin.current_app")
+def test_determine_end_date(mock_current_app):
+    with freeze_time(time_to_freeze=arrow.get(2016, 11, 3).datetime):
+        assert arrow.get(2017, 12, 3).format('YYYY-MM-DD') == plugin.determine_end_date(0)  # 1 year + 1 month
+        assert arrow.get(2017, 3, 5).format('YYYY-MM-DD') == plugin.determine_end_date(arrow.get(2017, 3, 5))
+        assert arrow.get(2017, 12, 3).format('YYYY-MM-DD') == plugin.determine_end_date(arrow.get(2020, 5, 7))
 
 @patch("lemur.plugins.lemur_entrust.plugin.current_app")
 def test_process_options(mock_current_app, authority):
     mock_current_app.config.get = Mock(side_effect=config_mock)
-    plugin.determine_end_date = Mock(return_value=arrow.get(2020, 10, 7).format('YYYY-MM-DD'))
-
+    plugin.determine_end_date = Mock(return_value=arrow.get(2017, 11, 5).format('YYYY-MM-DD'))
     authority.name = "Entrust"
     names = [u"one.example.com", u"two.example.com", u"three.example.com"]
     options = {
@@ -35,7 +41,7 @@ def test_process_options(mock_current_app, authority):
         "extensions": {"sub_alt_names": {"names": [x509.DNSName(x) for x in names]}},
         "organization": "Example, Inc.",
         "organizational_unit": "Example Org",
-        "validity_end": arrow.get(2020, 10, 7),
+        "validity_end": arrow.utcnow().shift(years=1, months=+1),
         "authority": authority,
     }
 
@@ -43,7 +49,7 @@ def test_process_options(mock_current_app, authority):
         "signingAlg": "SHA-2",
         "eku": "SERVER_AND_CLIENT_AUTH",
         "certType": "ADVANTAGE_SSL",
-        "certExpiryDate": arrow.get(2020, 10, 7).format('YYYY-MM-DD'),
+        "certExpiryDate": arrow.get(2017, 11, 5).format('YYYY-MM-DD'),
         "tracking": {
             "requesterName": mock_current_app.config.get("ENTRUST_NAME"),
             "requesterEmail": mock_current_app.config.get("ENTRUST_EMAIL"),
diff --git a/lemur/tests/conf.py b/lemur/tests/conf.py
index bf033421..0a288327 100644
--- a/lemur/tests/conf.py
+++ b/lemur/tests/conf.py
@@ -32,9 +32,9 @@ LEMUR_ENCRYPTION_KEYS = "o61sBLNBSGtAckngtNrfVNd8xy8Hp9LBGDstTbMbqCY="
 
 # List of domain regular expressions that non-admin users can issue
 LEMUR_WHITELISTED_DOMAINS = [
-    "^[a-zA-Z0-9-]+\.example\.com$",
-    "^[a-zA-Z0-9-]+\.example\.org$",
-    "^example\d+\.long\.com$",
+    r"^[a-zA-Z0-9-]+\.example\.com$",
+    r"^[a-zA-Z0-9-]+\.example\.org$",
+    r"^example\d+\.long\.com$",
 ]
 
 # Mail Server