diff --git a/Bukkit/src/main/java/com/github/intellectualsites/plotsquared/bukkit/BukkitMain.java b/Bukkit/src/main/java/com/github/intellectualsites/plotsquared/bukkit/BukkitMain.java
index 5a85a3351..413d520af 100644
--- a/Bukkit/src/main/java/com/github/intellectualsites/plotsquared/bukkit/BukkitMain.java
+++ b/Bukkit/src/main/java/com/github/intellectualsites/plotsquared/bukkit/BukkitMain.java
@@ -7,6 +7,7 @@ import com.github.intellectualsites.plotsquared.bukkit.listeners.PlayerEvents;
 import com.github.intellectualsites.plotsquared.bukkit.listeners.PlotPlusListener;
 import com.github.intellectualsites.plotsquared.bukkit.listeners.SingleWorldListener;
 import com.github.intellectualsites.plotsquared.bukkit.listeners.WorldEvents;
+import com.github.intellectualsites.plotsquared.bukkit.placeholders.PlaceholderFormatter;
 import com.github.intellectualsites.plotsquared.bukkit.placeholders.Placeholders;
 import com.github.intellectualsites.plotsquared.bukkit.util.BukkitChatManager;
 import com.github.intellectualsites.plotsquared.bukkit.util.BukkitChunkManager;
@@ -31,6 +32,7 @@ import com.github.intellectualsites.plotsquared.configuration.ConfigurationSecti
 import com.github.intellectualsites.plotsquared.plot.IPlotMain;
 import com.github.intellectualsites.plotsquared.plot.PlotSquared;
 import com.github.intellectualsites.plotsquared.plot.config.Captions;
+import com.github.intellectualsites.plotsquared.plot.config.ChatFormatter;
 import com.github.intellectualsites.plotsquared.plot.config.ConfigurationNode;
 import com.github.intellectualsites.plotsquared.plot.config.Settings;
 import com.github.intellectualsites.plotsquared.plot.generator.GeneratorWrapper;
@@ -160,6 +162,9 @@ public final class BukkitMain extends JavaPlugin implements Listener, IPlotMain
 
         if (Bukkit.getPluginManager().getPlugin("PlaceholderAPI") != null) {
             new Placeholders(this).register();
+            if (Settings.Enabled_Components.EXTERNAL_PLACEHOLDERS) {
+                ChatFormatter.formatters.add(new PlaceholderFormatter());
+            }
             PlotSquared.log(Captions.PREFIX + "&6PlaceholderAPI found! Hook activated.");
         } else {
             PlotSquared.log(Captions.PREFIX + "&6PlaceholderAPI is not in use. Hook deactivated.");
diff --git a/Bukkit/src/main/java/com/github/intellectualsites/plotsquared/bukkit/object/BukkitPlayer.java b/Bukkit/src/main/java/com/github/intellectualsites/plotsquared/bukkit/object/BukkitPlayer.java
index f59c2e29e..f897f89d3 100644
--- a/Bukkit/src/main/java/com/github/intellectualsites/plotsquared/bukkit/object/BukkitPlayer.java
+++ b/Bukkit/src/main/java/com/github/intellectualsites/plotsquared/bukkit/object/BukkitPlayer.java
@@ -187,7 +187,9 @@ public class BukkitPlayer extends PlotPlayer {
         return this.player.isPermissionSet(permission);
     }
 
-    @Override public void sendMessage(final String message) {
+    @Override public void sendMessage(String message) {
+        message = message.replace('\u2010', '%')
+            .replace('\u2020', '&').replace('\u2030', '&');
         if (!StringMan.isEqual(this.getMeta("lastMessage"), message) || (
             System.currentTimeMillis() - this.<Long>getMeta("lastMessageTime") > 5000)) {
             setMeta("lastMessage", message);
diff --git a/Bukkit/src/main/java/com/github/intellectualsites/plotsquared/bukkit/placeholders/PlaceholderFormatter.java b/Bukkit/src/main/java/com/github/intellectualsites/plotsquared/bukkit/placeholders/PlaceholderFormatter.java
new file mode 100644
index 000000000..f4844aecb
--- /dev/null
+++ b/Bukkit/src/main/java/com/github/intellectualsites/plotsquared/bukkit/placeholders/PlaceholderFormatter.java
@@ -0,0 +1,23 @@
+package com.github.intellectualsites.plotsquared.bukkit.placeholders;
+
+import com.github.intellectualsites.plotsquared.bukkit.object.BukkitPlayer;
+import com.github.intellectualsites.plotsquared.plot.config.ChatFormatter;
+import com.github.intellectualsites.plotsquared.plot.object.PlotPlayer;
+import me.clip.placeholderapi.PlaceholderAPI;
+import org.bukkit.entity.Player;
+
+public class PlaceholderFormatter implements ChatFormatter {
+
+    @Override public void format(final ChatContext context) {
+        final PlotPlayer recipient = context.getRecipient();
+        if (recipient instanceof BukkitPlayer) {
+            if (context.isRawOutput()) {
+                context.setMessage(context.getMessage().replace('%', '\u2010'));
+            } else {
+                final Player player = ((BukkitPlayer) recipient).player;
+                context.setMessage(PlaceholderAPI.setPlaceholders(player, context.getMessage()));
+            }
+         }
+    }
+
+}
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/commands/Command.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/commands/Command.java
index 691daa93e..d09918d3d 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/commands/Command.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/commands/Command.java
@@ -114,7 +114,7 @@ public abstract class Command {
         return this.id;
     }
 
-    public List<Command> getCommands(CommandCaller player) {
+    public List<Command> getCommands(PlotPlayer player) {
         List<Command> commands = new ArrayList<>();
         for (Command cmd : this.allCommands) {
             if (cmd.canExecute(player, false)) {
@@ -124,7 +124,7 @@ public abstract class Command {
         return commands;
     }
 
-    public List<Command> getCommands(CommandCategory category, CommandCaller player) {
+    public List<Command> getCommands(CommandCategory category, PlotPlayer player) {
         List<Command> commands = getCommands(player);
         if (category != null) {
             commands.removeIf(command -> command.category != category);
@@ -347,7 +347,7 @@ public abstract class Command {
         return CompletableFuture.completedFuture(true);
     }
 
-    public boolean checkArgs(CommandCaller player, String[] args) {
+    public boolean checkArgs(PlotPlayer player, String[] args) {
         Argument<?>[] reqArgs = getRequiredArguments();
         if (reqArgs != null && reqArgs.length > 0) {
             boolean failed = args.length < reqArgs.length;
@@ -440,7 +440,7 @@ public abstract class Command {
         return null;
     }
 
-    public boolean canExecute(CommandCaller player, boolean message) {
+    public boolean canExecute(PlotPlayer player, boolean message) {
         if (player == null) {
             return true;
         }
@@ -595,7 +595,7 @@ public abstract class Command {
             this.args = args;
         }
 
-        public void perform(CommandCaller player) {
+        public void perform(PlotPlayer player) {
             if (player != null && message != null) {
                 message.send(player, args);
             }
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/PlotSquared.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/PlotSquared.java
index ce1c20a68..681c2dd33 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/PlotSquared.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/PlotSquared.java
@@ -21,6 +21,7 @@ import com.github.intellectualsites.plotsquared.plot.generator.IndependentPlotGe
 import com.github.intellectualsites.plotsquared.plot.listener.WESubscriber;
 import com.github.intellectualsites.plotsquared.plot.logger.ILogger;
 import com.github.intellectualsites.plotsquared.plot.object.BlockBucket;
+import com.github.intellectualsites.plotsquared.plot.object.ConsolePlayer;
 import com.github.intellectualsites.plotsquared.plot.object.Location;
 import com.github.intellectualsites.plotsquared.plot.object.Plot;
 import com.github.intellectualsites.plotsquared.plot.object.PlotArea;
@@ -311,7 +312,7 @@ import java.util.zip.ZipInputStream;
         }
 
         PlotSquared.log(Captions.PREFIX + Captions
-            .format(Captions.ENABLED.getTranslated(), IMP.getPluginName()));
+            .format(ConsolePlayer.getConsole(), Captions.ENABLED.getTranslated(), IMP.getPluginName()));
     }
 
     /**
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Auto.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Auto.java
index 294e4668a..8f751a316 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Auto.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Auto.java
@@ -220,11 +220,11 @@ public class Auto extends SubCommand {
                 return true;
             }
             if (!Permissions.hasPermission(player,
-                Captions.format(Captions.PERMISSION_CLAIM_SCHEMATIC.getTranslated(), schematic))
+                Captions.format(player, Captions.PERMISSION_CLAIM_SCHEMATIC.getTranslated(), schematic))
                 && !Permissions
                 .hasPermission(player, Captions.PERMISSION_ADMIN_COMMAND_SCHEMATIC)) {
                 MainUtil.sendMessage(player, Captions.NO_PERMISSION,
-                    Captions.format(Captions.PERMISSION_CLAIM_SCHEMATIC.getTranslated(), schematic));
+                    Captions.format(player, Captions.PERMISSION_CLAIM_SCHEMATIC.getTranslated(), schematic));
                 return true;
             }
         }
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Claim.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Claim.java
index c6acc1010..367cbdea7 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Claim.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Claim.java
@@ -59,7 +59,7 @@ public class Claim extends SubCommand {
                 }
                 if (!Permissions
                     .hasPermission(player, Captions
-                        .format(Captions.PERMISSION_CLAIM_SCHEMATIC.getTranslated(), schematic))
+                        .format(player, Captions.PERMISSION_CLAIM_SCHEMATIC.getTranslated(), schematic))
                     && !Permissions
                     .hasPermission(player, Captions.PERMISSION_ADMIN_COMMAND_SCHEMATIC)) {
                     return sendMessage(player, Captions.NO_SCHEMATIC_PERMISSION, schematic);
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/FlagCmd.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/FlagCmd.java
index bfe3cc4c9..04d752155 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/FlagCmd.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/FlagCmd.java
@@ -41,7 +41,7 @@ public class FlagCmd extends SubCommand {
         key = key.toLowerCase();
         value = value.toLowerCase();
         String perm = Captions
-            .format(Captions.PERMISSION_SET_FLAG_KEY_VALUE.getTranslated(), key.toLowerCase(),
+            .format(player, Captions.PERMISSION_SET_FLAG_KEY_VALUE.getTranslated(), key.toLowerCase(),
                 value.toLowerCase());
         if (flag instanceof IntegerFlag && MathMan.isInteger(value)) {
             try {
@@ -54,7 +54,7 @@ public class FlagCmd extends SubCommand {
                     final boolean result = player.hasPermissionRange(perm, checkRange) >= numeric;
                     if (!result) {
                         MainUtil.sendMessage(player, Captions.NO_PERMISSION, Captions
-                            .format(Captions.PERMISSION_SET_FLAG_KEY_VALUE.getTranslated(),
+                            .format(player, Captions.PERMISSION_SET_FLAG_KEY_VALUE.getTranslated(),
                                 key.toLowerCase(), value.toLowerCase()));
                     }
                     return result;
@@ -67,12 +67,12 @@ public class FlagCmd extends SubCommand {
             Set<BlockType> parsedBlocks = blockListFlag.parseValue(value);
             for (final BlockType block : parsedBlocks) {
                 final String permission = Captions
-                    .format(Captions.PERMISSION_SET_FLAG_KEY_VALUE.getTranslated(),
+                    .format(player, Captions.PERMISSION_SET_FLAG_KEY_VALUE.getTranslated(),
                         key.toLowerCase(), block.toString().toLowerCase());
                 final boolean result = Permissions.hasPermission(player, permission);
                 if (!result) {
                     MainUtil.sendMessage(player, Captions.NO_PERMISSION, Captions
-                        .format(Captions.PERMISSION_SET_FLAG_KEY_VALUE.getTranslated(),
+                        .format(player, Captions.PERMISSION_SET_FLAG_KEY_VALUE.getTranslated(),
                             key.toLowerCase(), value.toLowerCase()));
                     return false;
                 }
@@ -82,7 +82,7 @@ public class FlagCmd extends SubCommand {
         final boolean result = Permissions.hasPermission(player, perm);
         if (!result) {
             MainUtil.sendMessage(player, Captions.NO_PERMISSION, Captions
-                .format(Captions.PERMISSION_SET_FLAG_KEY_VALUE.getTranslated(), key.toLowerCase(),
+                .format(player, Captions.PERMISSION_SET_FLAG_KEY_VALUE.getTranslated(), key.toLowerCase(),
                     value.toLowerCase()));
         }
         return result;
@@ -200,11 +200,11 @@ public class FlagCmd extends SubCommand {
                     return false;
                 }
                 if (!Permissions.hasPermission(player, Captions
-                    .format(Captions.PERMISSION_SET_FLAG_KEY.getTranslated(),
+                    .format(player, Captions.PERMISSION_SET_FLAG_KEY.getTranslated(),
                         args[1].toLowerCase()))) {
                     if (args.length != 3) {
                         MainUtil.sendMessage(player, Captions.NO_PERMISSION, Captions
-                            .format(Captions.PERMISSION_SET_FLAG_KEY.getTranslated(),
+                            .format(player, Captions.PERMISSION_SET_FLAG_KEY.getTranslated(),
                                 args[1].toLowerCase()));
                         return false;
                     }
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Grant.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Grant.java
index a3d8855ec..fc8fb6b50 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Grant.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Grant.java
@@ -33,9 +33,9 @@ import java.util.concurrent.CompletableFuture;
             case "add":
             case "check":
                 if (!Permissions.hasPermission(player,
-                    Captions.format(Captions.PERMISSION_GRANT.getTranslated(), arg0))) {
+                    Captions.format(player, Captions.PERMISSION_GRANT.getTranslated(), arg0))) {
                     Captions.NO_PERMISSION.send(player,
-                        Captions.format(Captions.PERMISSION_GRANT.getTranslated(), arg0));
+                        Captions.format(player, Captions.PERMISSION_GRANT.getTranslated(), arg0));
                     return CompletableFuture.completedFuture(false);
                 }
                 if (args.length > 2) {
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Help.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Help.java
index 7949df513..d2f0e5a71 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Help.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Help.java
@@ -1,7 +1,6 @@
 package com.github.intellectualsites.plotsquared.plot.commands;
 
 import com.github.intellectualsites.plotsquared.commands.Command;
-import com.github.intellectualsites.plotsquared.commands.CommandCaller;
 import com.github.intellectualsites.plotsquared.commands.CommandDeclaration;
 import com.github.intellectualsites.plotsquared.plot.config.Captions;
 import com.github.intellectualsites.plotsquared.plot.object.PlotPlayer;
@@ -21,7 +20,7 @@ public class Help extends Command {
         super(parent, true);
     }
 
-    @Override public boolean canExecute(CommandCaller player, boolean message) {
+    @Override public boolean canExecute(PlotPlayer player, boolean message) {
         return true;
     }
 
@@ -56,7 +55,7 @@ public class Help extends Command {
         return CompletableFuture.completedFuture(true);
     }
 
-    public CompletableFuture<Boolean> displayHelp(final CommandCaller player, final String catRaw, final int page) {
+    public CompletableFuture<Boolean> displayHelp(final PlotPlayer player, final String catRaw, final int page) {
         return CompletableFuture.supplyAsync(() -> {
             String cat = catRaw;
 
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/ListCmd.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/ListCmd.java
index 8230922c6..fefcea46e 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/ListCmd.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/ListCmd.java
@@ -138,9 +138,9 @@ public class ListCmd extends SubCommand {
                 }
                 if (!Permissions
                     .hasPermission(player,
-                        Captions.format(Captions.PERMISSION_LIST_WORLD_NAME.getTranslated(), world))) {
+                        Captions.format(player, Captions.PERMISSION_LIST_WORLD_NAME.getTranslated(), world))) {
                     MainUtil.sendMessage(player, Captions.NO_PERMISSION,
-                        Captions.format(Captions.PERMISSION_LIST_WORLD_NAME.getTranslated(), world));
+                        Captions.format(player, Captions.PERMISSION_LIST_WORLD_NAME.getTranslated(), world));
                     return false;
                 }
                 plots = new ArrayList<>(PlotSquared.get().getPlots(world));
@@ -163,9 +163,9 @@ public class ListCmd extends SubCommand {
                 }
                 if (!Permissions
                     .hasPermission(player,
-                        Captions.format(Captions.PERMISSION_LIST_WORLD_NAME.getTranslated(), world))) {
+                        Captions.format(player, Captions.PERMISSION_LIST_WORLD_NAME.getTranslated(), world))) {
                     MainUtil.sendMessage(player, Captions.NO_PERMISSION,
-                        Captions.format(Captions.PERMISSION_LIST_WORLD_NAME.getTranslated(), world));
+                        Captions.format(player, Captions.PERMISSION_LIST_WORLD_NAME.getTranslated(), world));
                     return false;
                 }
                 plots = area == null ? new ArrayList<Plot>() : new ArrayList<>(area.getPlots());
@@ -311,9 +311,9 @@ public class ListCmd extends SubCommand {
                     }
                     if (!Permissions
                         .hasPermission(player, Captions
-                            .format(Captions.PERMISSION_LIST_WORLD_NAME.getTranslated(), args[0]))) {
+                            .format(player, Captions.PERMISSION_LIST_WORLD_NAME.getTranslated(), args[0]))) {
                         MainUtil.sendMessage(player, Captions.NO_PERMISSION, Captions
-                            .format(Captions.PERMISSION_LIST_WORLD_NAME.getTranslated(), args[0]));
+                            .format(player, Captions.PERMISSION_LIST_WORLD_NAME.getTranslated(), args[0]));
                         return false;
                     }
                     plots = new ArrayList<>(PlotSquared.get().getPlots(args[0]));
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/MainCommand.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/MainCommand.java
index dd060c88e..c262d6018 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/MainCommand.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/MainCommand.java
@@ -1,7 +1,6 @@
 package com.github.intellectualsites.plotsquared.plot.commands;
 
 import com.github.intellectualsites.plotsquared.commands.Command;
-import com.github.intellectualsites.plotsquared.commands.CommandCaller;
 import com.github.intellectualsites.plotsquared.commands.CommandDeclaration;
 import com.github.intellectualsites.plotsquared.plot.config.Captions;
 import com.github.intellectualsites.plotsquared.plot.config.Settings;
@@ -283,7 +282,7 @@ public class MainCommand extends Command {
         return CompletableFuture.completedFuture(true);
     }
 
-    @Override public boolean canExecute(CommandCaller player, boolean message) {
+    @Override public boolean canExecute(PlotPlayer player, boolean message) {
         return true;
     }
 }
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Set.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Set.java
index 438086b43..c633ff61e 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Set.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/Set.java
@@ -51,9 +51,9 @@ import java.util.stream.IntStream;
                 for (String component : components) {
                     if (component.equalsIgnoreCase(args[0])) {
                         if (!Permissions.hasPermission(player, Captions
-                            .format(Captions.PERMISSION_SET_COMPONENT.getTranslated(), component))) {
+                            .format(player, Captions.PERMISSION_SET_COMPONENT.getTranslated(), component))) {
                             MainUtil.sendMessage(player, Captions.NO_PERMISSION, Captions
-                                .format(Captions.PERMISSION_SET_COMPONENT.getTranslated(),
+                                .format(player, Captions.PERMISSION_SET_COMPONENT.getTranslated(),
                                     component));
                             return false;
                         }
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/SetCommand.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/SetCommand.java
index 8ec4bee2c..cfb45fa95 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/SetCommand.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/commands/SetCommand.java
@@ -19,9 +19,9 @@ public abstract class SetCommand extends SubCommand {
         if (!plot.hasOwner()) {
             if (!Permissions
                 .hasPermission(player,
-                    Captions.format(Captions.PERMISSION_ADMIN_COMMAND.getTranslated(), getFullId()))) {
+                    Captions.format(player, Captions.PERMISSION_ADMIN_COMMAND.getTranslated(), getFullId()))) {
                 MainUtil.sendMessage(player, Captions.NO_PERMISSION,
-                    Captions.format(Captions.PERMISSION_ADMIN_COMMAND.getTranslated(), getFullId()));
+                    Captions.format(player, Captions.PERMISSION_ADMIN_COMMAND.getTranslated(), getFullId()));
                 MainUtil.sendMessage(player, Captions.PLOT_NOT_CLAIMED);
                 return false;
             }
@@ -29,9 +29,9 @@ public abstract class SetCommand extends SubCommand {
         if (!plot.isOwner(player.getUUID())) {
             if (!Permissions
                 .hasPermission(player,
-                    Captions.format(Captions.PERMISSION_ADMIN_COMMAND.getTranslated(), getFullId()))) {
+                    Captions.format(player, Captions.PERMISSION_ADMIN_COMMAND.getTranslated(), getFullId()))) {
                 MainUtil.sendMessage(player, Captions.NO_PERMISSION,
-                    Captions.format(Captions.PERMISSION_ADMIN_COMMAND.getTranslated(), getFullId()));
+                    Captions.format(player, Captions.PERMISSION_ADMIN_COMMAND.getTranslated(), getFullId()));
                 MainUtil.sendMessage(player, Captions.NO_PLOT_PERMS);
                 return false;
             }
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/Captions.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/Captions.java
index 000555a1b..77ead6ca6 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/Captions.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/Captions.java
@@ -1,9 +1,9 @@
 package com.github.intellectualsites.plotsquared.plot.config;
 
-import com.github.intellectualsites.plotsquared.commands.CommandCaller;
 import com.github.intellectualsites.plotsquared.configuration.ConfigurationSection;
 import com.github.intellectualsites.plotsquared.configuration.file.YamlConfiguration;
 import com.github.intellectualsites.plotsquared.plot.PlotSquared;
+import com.github.intellectualsites.plotsquared.plot.object.PlotPlayer;
 import com.github.intellectualsites.plotsquared.plot.util.StringMan;
 
 import java.io.File;
@@ -11,8 +11,6 @@ import java.io.IOException;
 import java.util.EnumSet;
 import java.util.HashMap;
 import java.util.HashSet;
-import java.util.LinkedHashMap;
-import java.util.Map;
 import java.util.Set;
 
 /**
@@ -655,32 +653,27 @@ public enum Captions {
         this(defaultString, true, category.toLowerCase());
     }
 
-    public static String format(String message, Object... args) {
-        if (args.length == 0) {
-            return message;
+    public static String formatRaw(PlotPlayer recipient, String message, Object... args) {
+        final ChatFormatter.ChatContext chatContext = new ChatFormatter.ChatContext(recipient, message, args, true);
+        for (final ChatFormatter chatFormatter : ChatFormatter.formatters) {
+            chatFormatter.format(chatContext);
         }
-        Map<String, String> map = new LinkedHashMap<>();
-        for (int i = args.length - 1; i >= 0; i--) {
-            String arg = "" + args[i];
-            if (arg.isEmpty()) {
-                map.put("%s" + i, "");
-            } else {
-                arg = Captions.color(arg);
-                map.put("%s" + i, arg);
-            }
-            if (i == 0) {
-                map.put("%s", arg);
-            }
-        }
-        message = StringMan.replaceFromMap(message, map);
-        return message;
+        return chatContext.getMessage();
     }
 
-    public static String format(Captions caption, Object... args) {
+    public static String format(PlotPlayer recipient, String message, Object... args) {
+        final ChatFormatter.ChatContext chatContext = new ChatFormatter.ChatContext(recipient, message, args, false);
+        for (final ChatFormatter chatFormatter : ChatFormatter.formatters) {
+            chatFormatter.format(chatContext);
+        }
+        return chatContext.getMessage();
+    }
+
+    public static String format(PlotPlayer recipient, Captions caption, Object... args) {
         if (caption.usePrefix() && caption.translatedString.length() > 0) {
-            return Captions.PREFIX.getTranslated() + format(caption.translatedString, args);
+            return Captions.PREFIX.getTranslated() + format(recipient, caption.translatedString, args);
         } else {
-            return format(caption.translatedString, args);
+            return format(recipient, caption.translatedString, args);
         }
     }
 
@@ -794,12 +787,12 @@ public enum Captions {
         return this.category;
     }
 
-    public void send(CommandCaller caller, String... args) {
+    public void send(PlotPlayer caller, String... args) {
         send(caller, (Object[]) args);
     }
 
-    public void send(CommandCaller caller, Object... args) {
-        String msg = format(this, args);
+    public void send(PlotPlayer caller, Object... args) {
+        String msg = format(caller, this, args);
         if (caller == null) {
             PlotSquared.log(msg);
         } else {
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/ChatFormatter.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/ChatFormatter.java
new file mode 100644
index 000000000..e275e8a17
--- /dev/null
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/ChatFormatter.java
@@ -0,0 +1,27 @@
+package com.github.intellectualsites.plotsquared.plot.config;
+
+import com.github.intellectualsites.plotsquared.plot.object.PlotPlayer;
+import lombok.AllArgsConstructor;
+import lombok.Getter;
+import lombok.Setter;
+
+import java.util.ArrayList;
+import java.util.Collection;
+import java.util.Collections;
+
+@FunctionalInterface public interface ChatFormatter {
+
+    Collection<ChatFormatter> formatters = new ArrayList<>(Collections.singletonList(new PlotSquaredChatFormatter()));
+
+    void format(ChatContext context);
+
+    @AllArgsConstructor final class ChatContext {
+
+        @Getter private final PlotPlayer recipient;
+        @Getter @Setter private String message;
+        @Getter private final Object[] args;
+        @Getter private final boolean rawOutput;
+
+    }
+
+}
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/PlotSquaredChatFormatter.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/PlotSquaredChatFormatter.java
new file mode 100644
index 000000000..714418f9c
--- /dev/null
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/PlotSquaredChatFormatter.java
@@ -0,0 +1,35 @@
+package com.github.intellectualsites.plotsquared.plot.config;
+
+import com.github.intellectualsites.plotsquared.plot.util.StringMan;
+
+import java.util.LinkedHashMap;
+import java.util.Map;
+
+public class PlotSquaredChatFormatter implements ChatFormatter {
+
+    @Override public void format(final ChatContext context) {
+        if (context.isRawOutput()) {
+            context.setMessage(context.getMessage().replace('&', '\u2020').replace('\u00A7', '\u2030'));
+        }
+        if (context.getArgs().length == 0) {
+            return;
+        }
+        final Map<String, String> map = new LinkedHashMap<>();
+        for (int i = context.getArgs().length - 1; i >= 0; i--) {
+            String arg = "" + context.getArgs()[i];
+            if (arg.isEmpty()) {
+                map.put("%s" + i, "");
+            } else {
+                if (!context.isRawOutput()) {
+                    arg = Captions.color(arg);
+                }
+                map.put("%s" + i, arg);
+            }
+            if (i == 0) {
+                map.put("%s", arg);
+            }
+        }
+        context.setMessage(StringMan.replaceFromMap(context.getMessage(), map));
+    }
+
+}
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/Settings.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/Settings.java
index cd7237bc5..9eb51662e 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/Settings.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/config/Settings.java
@@ -347,5 +347,7 @@ public class Settings extends Config {
         @Comment("Delete plots when a player is banned") public static boolean BAN_DELETER = false;
         @Comment({"Prevent possibly unsafe blocks from being used in plot components", "Can be bypassed with `/plot debugallowunsafe`"})
         public static boolean PREVENT_UNSAFE = true;
+        @Comment("Allows PlaceholderAPI placeholders to be used in captions, flags, etc")
+        public static boolean EXTERNAL_PLACEHOLDERS = true;
     }
 }
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/object/PlotPlayer.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/object/PlotPlayer.java
index 443a93f5b..db7b2023f 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/object/PlotPlayer.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/object/PlotPlayer.java
@@ -622,7 +622,7 @@ public abstract class PlotPlayer implements CommandCaller, OfflinePlotPlayer {
                                 if (getMeta("teleportOnLogin", true)) {
                                     teleport(location);
                                     sendMessage(
-                                        Captions.format(Captions.TELEPORTED_TO_PLOT.getTranslated())
+                                        Captions.format(PlotPlayer.this, Captions.TELEPORTED_TO_PLOT.getTranslated())
                                             + " (quitLoc) (" + plotX
                                             + "," + plotZ + ")");
                                 }
@@ -634,7 +634,7 @@ public abstract class PlotPlayer implements CommandCaller, OfflinePlotPlayer {
                                         if (getMeta("teleportOnLogin", true)) {
                                             if (plot.isLoaded()) {
                                                 teleport(location);
-                                                sendMessage(Captions.format(
+                                                sendMessage(Captions.format(PlotPlayer.this,
                                                     Captions.TELEPORTED_TO_PLOT.getTranslated())
                                                     + " (quitLoc-unloaded) (" + plotX + "," + plotZ
                                                     + ")");
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/EventUtil.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/EventUtil.java
index 0187f67b4..fd4a9bb73 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/EventUtil.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/EventUtil.java
@@ -88,7 +88,7 @@ public abstract class EventUtil {
             .getArea() instanceof SinglePlotArea)) {
             TaskManager.runTask(() -> plot.teleportPlayer(player));
             MainUtil.sendMessage(player,
-                Captions.format(Captions.TELEPORTED_TO_ROAD.getTranslated()) + " (on-login) " + "(" + plot.getId().x + ";" + plot
+                Captions.format(player, Captions.TELEPORTED_TO_ROAD.getTranslated()) + " (on-login) " + "(" + plot.getId().x + ";" + plot
                     .getId().y + ")");
         }
     }
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/LegacyConverter.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/LegacyConverter.java
index 38db9b9f4..531f60c97 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/LegacyConverter.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/LegacyConverter.java
@@ -4,6 +4,7 @@ import com.github.intellectualsites.plotsquared.configuration.ConfigurationSecti
 import com.github.intellectualsites.plotsquared.plot.PlotSquared;
 import com.github.intellectualsites.plotsquared.plot.config.Captions;
 import com.github.intellectualsites.plotsquared.plot.object.BlockBucket;
+import com.github.intellectualsites.plotsquared.plot.object.ConsolePlayer;
 import com.sk89q.worldedit.world.block.BlockState;
 import lombok.NonNull;
 
@@ -82,7 +83,7 @@ import java.util.Map;
         final BlockBucket bucket = this.blockToBucket(block);
         this.setString(section, key, bucket);
         PlotSquared.log(Captions
-            .format(Captions.LEGACY_CONFIG_REPLACED.getTranslated(), block, bucket.toString()));
+            .format(ConsolePlayer.getConsole(), Captions.LEGACY_CONFIG_REPLACED.getTranslated(), block, bucket.toString()));
     }
 
     private void convertBlockList(@NonNull final ConfigurationSection section,
@@ -91,7 +92,7 @@ import java.util.Map;
         final BlockBucket bucket = this.blockListToBucket(blocks);
         this.setString(section, key, bucket);
         PlotSquared.log(Captions
-            .format(Captions.LEGACY_CONFIG_REPLACED.getTranslated(), plotBlockArrayString(blocks),
+            .format(ConsolePlayer.getConsole(), Captions.LEGACY_CONFIG_REPLACED.getTranslated(), plotBlockArrayString(blocks),
                 bucket.toString()));
     }
 
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/MainUtil.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/MainUtil.java
index ea34c5dc9..f54fb5ff5 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/MainUtil.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/MainUtil.java
@@ -1,6 +1,5 @@
 package com.github.intellectualsites.plotsquared.plot.util;
 
-import com.github.intellectualsites.plotsquared.commands.CommandCaller;
 import com.github.intellectualsites.plotsquared.plot.PlotSquared;
 import com.github.intellectualsites.plotsquared.plot.commands.Like;
 import com.github.intellectualsites.plotsquared.plot.config.Captions;
@@ -620,14 +619,14 @@ public class MainUtil {
      * @param prefix If the message should be prefixed with the configured prefix
      * @return
      */
-    public static boolean sendMessage(CommandCaller player, @NotNull String msg, boolean prefix) {
+    public static boolean sendMessage(PlotPlayer player, @NotNull String msg, boolean prefix) {
         if (!msg.isEmpty()) {
             if (player == null) {
-                String message = (prefix ? Captions.PREFIX.getTranslated() : "") + msg;
+                String message = Captions.format(null, (prefix ? Captions.PREFIX.getTranslated() : "") + msg);
                 PlotSquared.log(message);
             } else {
                 player.sendMessage(
-                    (prefix ? Captions.PREFIX.getTranslated() : "") + Captions.color(msg));
+                    Captions.format(player, (prefix ? Captions.PREFIX.getTranslated() : "") + Captions.color(msg)));
             }
         }
         return true;
@@ -640,7 +639,7 @@ public class MainUtil {
      * @param caption the message to send
      * @return boolean success
      */
-    public static boolean sendMessage(CommandCaller player, Captions caption, String... args) {
+    public static boolean sendMessage(PlotPlayer player, Captions caption, String... args) {
         return sendMessage(player, caption, (Object[]) args);
     }
 
@@ -651,13 +650,13 @@ public class MainUtil {
      * @param caption the message to send
      * @return boolean success
      */
-    public static boolean sendMessage(final CommandCaller player, final Captions caption,
+    public static boolean sendMessage(final PlotPlayer player, final Captions caption,
         final Object... args) {
         if (caption.getTranslated().isEmpty()) {
             return true;
         }
         TaskManager.runTaskAsync(() -> {
-            String m = Captions.format(caption, args);
+            String m = Captions.format(player, caption, args);
             if (player == null) {
                 PlotSquared.log(m);
             } else {
@@ -790,8 +789,8 @@ public class MainUtil {
                 }
                 flags.append(prefix)
                     .append(Captions
-                        .format(Captions.PLOT_FLAG_LIST.getTranslated(), entry.getKey().getName(),
-                            value));
+                        .format(player, Captions.PLOT_FLAG_LIST.getTranslated(), entry.getKey().getName(),
+                            Captions.formatRaw(player, value.toString(), "")));
                 prefix = ", ";
             }
         }
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/helpmenu/HelpMenu.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/helpmenu/HelpMenu.java
index c10d9507b..72fd362f1 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/helpmenu/HelpMenu.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/helpmenu/HelpMenu.java
@@ -1,9 +1,9 @@
 package com.github.intellectualsites.plotsquared.plot.util.helpmenu;
 
 import com.github.intellectualsites.plotsquared.commands.Command;
-import com.github.intellectualsites.plotsquared.commands.CommandCaller;
 import com.github.intellectualsites.plotsquared.plot.commands.CommandCategory;
 import com.github.intellectualsites.plotsquared.plot.commands.MainCommand;
+import com.github.intellectualsites.plotsquared.plot.object.PlotPlayer;
 
 import java.util.List;
 
@@ -11,13 +11,13 @@ public class HelpMenu {
 
     private static final int PER_PAGE = 5;
 
-    private final CommandCaller commandCaller;
+    private final PlotPlayer commandCaller;
     private HelpPage page = new HelpPage(CommandCategory.INFO, 0, 0);
     private int maxPage;
     private CommandCategory commandCategory;
     private List<Command> commands;
 
-    public HelpMenu(CommandCaller commandCaller) {
+    public HelpMenu(PlotPlayer commandCaller) {
         this.commandCaller = commandCaller;
     }
 
diff --git a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/helpmenu/HelpPage.java b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/helpmenu/HelpPage.java
index 5b165d32a..8a13afa8e 100644
--- a/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/helpmenu/HelpPage.java
+++ b/Core/src/main/java/com/github/intellectualsites/plotsquared/plot/util/helpmenu/HelpPage.java
@@ -1,8 +1,8 @@
 package com.github.intellectualsites.plotsquared.plot.util.helpmenu;
 
-import com.github.intellectualsites.plotsquared.commands.CommandCaller;
 import com.github.intellectualsites.plotsquared.plot.commands.CommandCategory;
 import com.github.intellectualsites.plotsquared.plot.config.Captions;
+import com.github.intellectualsites.plotsquared.plot.object.PlotPlayer;
 import com.github.intellectualsites.plotsquared.plot.util.MainUtil;
 import com.github.intellectualsites.plotsquared.plot.util.StringMan;
 
@@ -21,7 +21,7 @@ public class HelpPage {
             .replace("%current%", (currentPage + 1) + "").replace("%max%", (maxPages + 1) + "");
     }
 
-    public void render(CommandCaller player) {
+    public void render(PlotPlayer player) {
         if (this.helpObjects.size() < 1) {
             MainUtil.sendMessage(player, Captions.NOT_VALID_NUMBER, "(0)");
         } else {
diff --git a/gradle/wrapper/gradle-wrapper.properties b/gradle/wrapper/gradle-wrapper.properties
index b7c8c5dbf..f9eaab9f6 100644
--- a/gradle/wrapper/gradle-wrapper.properties
+++ b/gradle/wrapper/gradle-wrapper.properties
@@ -1,5 +1,6 @@
+#Thu Feb 20 15:17:22 CET 2020
+distributionUrl=https\://services.gradle.org/distributions/gradle-6.2-all.zip
 distributionBase=GRADLE_USER_HOME
 distributionPath=wrapper/dists
-distributionUrl=https\://services.gradle.org/distributions/gradle-6.2-bin.zip
-zipStoreBase=GRADLE_USER_HOME
 zipStorePath=wrapper/dists
+zipStoreBase=GRADLE_USER_HOME