diff --git a/src/chocolatey/infrastructure.app/builders/ConfigurationBuilder.cs b/src/chocolatey/infrastructure.app/builders/ConfigurationBuilder.cs
index 17fc9134a2..9521fb38c8 100644
--- a/src/chocolatey/infrastructure.app/builders/ConfigurationBuilder.cs
+++ b/src/chocolatey/infrastructure.app/builders/ConfigurationBuilder.cs
@@ -451,9 +451,9 @@ private static void set_licensed_options(ChocolateyConfiguration config, Chocola
 
                 if (licensedConfigBuilder == null)
                 {
-                    if (config.RegularOutput) "chocolatey".Log().Warn(ChocolateyLoggers.Important,
-@"Unable to set licensed configuration. This is likely related to a
- missing or outdated licensed DLL.");
+                    if (config.RegularOutput) "chocolatey".Log().Warn(ChocolateyLoggers.Important, 
+                        @"Unable to set licensed configuration. Please upgrade to a newer 
+ licensed version.");
                     return;
                 }
                 try
diff --git a/src/chocolatey/infrastructure.app/configuration/EnvironmentSettings.cs b/src/chocolatey/infrastructure.app/configuration/EnvironmentSettings.cs
index 072a2c20d1..0e9e92246e 100644
--- a/src/chocolatey/infrastructure.app/configuration/EnvironmentSettings.cs
+++ b/src/chocolatey/infrastructure.app/configuration/EnvironmentSettings.cs
@@ -107,9 +107,8 @@ private static void set_licensed_environment(ChocolateyConfiguration config)
                 if (licensedEnvironmentSettings == null)
                 {
                     if (config.RegularOutput) "chocolatey".Log().Warn(
-                        ChocolateyLoggers.Important,
-                        @"Unable to set licensed environment. This is likely related to a
- missing or outdated licensed DLL.");
+                        ChocolateyLoggers.Important, @"Unable to set licensed environment settings. Please upgrade to a newer
+ licensed version.");
                     return;
                 }
                 try
@@ -128,7 +127,7 @@ private static void set_licensed_environment(ChocolateyConfiguration config)
                 {
                     "chocolatey".Log().Error(
                         ChocolateyLoggers.Important,
-                        @"Error when setting configuration for '{0}':{1} {2}".format_with(
+                        @"Error when setting environment for '{0}':{1} {2}".format_with(
                             licensedEnvironmentSettings.FullName,
                             Environment.NewLine,
                             ex.Message