diff --git a/common/src/main/java/com/discordsrv/common/config/configurate/manager/abstraction/ConfigurateConfigManager.java b/common/src/main/java/com/discordsrv/common/config/configurate/manager/abstraction/ConfigurateConfigManager.java
index 20d9016f..5204620b 100644
--- a/common/src/main/java/com/discordsrv/common/config/configurate/manager/abstraction/ConfigurateConfigManager.java
+++ b/common/src/main/java/com/discordsrv/common/config/configurate/manager/abstraction/ConfigurateConfigManager.java
@@ -35,6 +35,7 @@ import com.discordsrv.common.config.main.channels.base.IChannelConfig;
 import com.discordsrv.common.exception.ConfigException;
 import com.discordsrv.common.logging.Logger;
 import com.discordsrv.common.logging.NamedLogger;
+import org.apache.commons.lang3.StringUtils;
 import org.jetbrains.annotations.Nullable;
 import org.spongepowered.configurate.*;
 import org.spongepowered.configurate.loader.AbstractConfigurationLoader;
@@ -55,6 +56,7 @@ import java.lang.reflect.Type;
 import java.nio.file.Path;
 import java.util.*;
 import java.util.regex.Pattern;
+import java.util.stream.Collectors;
 
 public abstract class ConfigurateConfigManager<T, LT extends AbstractConfigurationLoader<CommentedConfigurationNode>>
         implements ConfigManager<T>, ConfigLoaderProvider<LT> {
@@ -213,11 +215,16 @@ public abstract class ConfigurateConfigManager<T, LT extends AbstractConfigurati
                     // This needs to go before comment processing.
                     if (commentSubstitutions && destination instanceof CommentedConfigurationNode) {
                         String comment = ((CommentedConfigurationNode) destination).comment();
-                        if (comment != null) {
-                            ((CommentedConfigurationNode) destination).comment(
-                                    doSubstitution(comment, getValues(data.value(), data.intValue()))
+                        if (StringUtils.isEmpty(comment)) {
+                            logger.error(
+                                    Arrays.stream(destination.path().array()).map(Object::toString).collect(Collectors.joining(", "))
+                                            + " is not commented but has comment constants! (make sure @Constants.Comment is below @Comment)"
                             );
+                            return;
                         }
+                        ((CommentedConfigurationNode) destination).comment(
+                                doSubstitution(comment, getValues(data.value(), data.intValue()))
+                        );
                     }
                 })
                 .addProcessor(Constants.class, (data, fieldType) -> (value, destination) -> {
diff --git a/common/src/main/java/com/discordsrv/common/config/connection/UpdateConfig.java b/common/src/main/java/com/discordsrv/common/config/connection/UpdateConfig.java
index 435f8e84..c1efd50e 100644
--- a/common/src/main/java/com/discordsrv/common/config/connection/UpdateConfig.java
+++ b/common/src/main/java/com/discordsrv/common/config/connection/UpdateConfig.java
@@ -32,15 +32,15 @@ public class UpdateConfig {
     public boolean notificationEnabled = true;
 
     @Setting(value = "notification-ingame")
-    @Constants.Comment("discordsrv.updatenotification")
     @Comment("If players with the %1 permission should receive\n"
             + "a update notification upon joining if there is a update available")
+    @Constants.Comment("discordsrv.updatenotification")
     public boolean notificationInGame = true;
 
     @Setting(value = "enable-first-party-api-for-notifications")
-    @Constants.Comment(UpdateChecker.DOWNLOAD_SERVICE_DOMAIN)
     @Comment("Whether the DiscordSRV download API should be used for update checks\n"
             + "Requires a connection to: %1")
+    @Constants.Comment(UpdateChecker.DOWNLOAD_SERVICE_DOMAIN)
     public boolean firstPartyNotification = true;
 
     @Setting(value = "github")
@@ -53,17 +53,17 @@ public class UpdateConfig {
     public static class GitHub {
 
         @Setting(value = "enabled")
-        @Constants.Comment(UpdateChecker.GITHUB_API_DOMAIN)
         @Comment("Whether the GitHub API should be used for update checks\n"
                 + "This will be the secondary API if both first party and GitHub sources are enabled\n"
                 + "Requires a connection to: %1")
+        @Constants.Comment(UpdateChecker.GITHUB_API_DOMAIN)
         public boolean enabled = true;
 
         @Setting(value = "api-token")
-        @Constants.Comment(UpdateChecker.GITHUB_REPOSITORY)
         @Comment("The GitHub API token used for authenticating to the GitHub api,\n"
                 + "if this isn't specified the API will be used 'anonymously'\n"
                 + "The token only requires read permission to %1 releases, workflows and commits")
+        @Constants.Comment(UpdateChecker.GITHUB_REPOSITORY)
         public String apiToken = "";
 
     }
@@ -72,12 +72,12 @@ public class UpdateConfig {
     public static class Security {
 
         @Setting(value = "enabled")
-        @Constants.Comment(UpdateChecker.DOWNLOAD_SERVICE_DOMAIN)
         @Comment("Uses the DiscordSRV download API to check if the version of DiscordSRV\n"
                 + "being used is vulnerable to known vulnerabilities, disabling the plugin if it is.\n"
                 + "Requires a connection to: %1\n"
                 + "\n"
                 + "WARNING! DO NOT TURN THIS OFF UNLESS YOU KNOW WHAT YOU'RE DOING AND STAY UP-TO-DATE")
+        @Constants.Comment(UpdateChecker.DOWNLOAD_SERVICE_DOMAIN)
         public boolean enabled = true;
 
         @Setting(value = "force")
diff --git a/common/src/main/java/com/discordsrv/common/config/main/TimedUpdaterConfig.java b/common/src/main/java/com/discordsrv/common/config/main/TimedUpdaterConfig.java
index cb5ffda4..fdee5099 100644
--- a/common/src/main/java/com/discordsrv/common/config/main/TimedUpdaterConfig.java
+++ b/common/src/main/java/com/discordsrv/common/config/main/TimedUpdaterConfig.java
@@ -59,8 +59,8 @@ public class TimedUpdaterConfig {
         @Comment("The format for the channel name(s), placeholders are supported.")
         public String nameFormat = "";
 
-        @Constants.Comment(intValue = MINIMUM_MINUTES)
         @Comment("The time between updates in minutes. The minimum time is %1 minutes.")
+        @Constants.Comment(intValue = MINIMUM_MINUTES)
         public int timeMinutes = MINIMUM_MINUTES;
 
         @Override
@@ -95,8 +95,8 @@ public class TimedUpdaterConfig {
                 + "If this is blank, the topic will not be updated")
         public String topicFormat = "";
 
-        @Constants.Comment(intValue = MINIMUM_MINUTES)
         @Comment("The time between updates in minutes. The minimum time is %1 minutes.")
+        @Constants.Comment(intValue = MINIMUM_MINUTES)
         public int timeMinutes = MINIMUM_MINUTES;
 
         @Override
diff --git a/common/src/main/java/com/discordsrv/common/config/main/linking/RequirementsConfig.java b/common/src/main/java/com/discordsrv/common/config/main/linking/RequirementsConfig.java
index f1f21fd8..4f28887f 100644
--- a/common/src/main/java/com/discordsrv/common/config/main/linking/RequirementsConfig.java
+++ b/common/src/main/java/com/discordsrv/common/config/main/linking/RequirementsConfig.java
@@ -55,7 +55,8 @@ public class RequirementsConfig {
             + "\n"
             + "The following operators are available:\n"
             + "&& = and, for example: \"DiscordServer(...) && TwitchFollower()\"\n"
-            + "|| = or, for example \"DiscordBoosting(...) || YouTubeMember()\n"
-            + "You can also use brackets () to clear ambiguity, for example: \"DiscordServer(...) && (TwitchSubscriber() || PatreonSubscriber())\"")
+            + "|| = or, for example \"DiscordBoosting(...) || YouTubeMember()\"\n"
+            + "You can also use brackets () to clear ambiguity, for example: \"DiscordServer(...) && (TwitchSubscriber() || PatreonSubscriber())\"\n"
+            + "allows a member of the specified Discord server that is also a twitch or patreon subscriber to join the server")
     public List<String> requirements = new ArrayList<>();
 }