diff --git a/pom.xml b/pom.xml
index dfdc86a..e9202bb 100644
--- a/pom.xml
+++ b/pom.xml
@@ -3,7 +3,7 @@
     <groupId>xyz.etztech</groupId>
     <artifactId>QoL</artifactId>
     <!-- Version is used in plugin.yml -->
-    <version>1.15</version>
+    <version>1.16</version>
     <packaging>jar</packaging>
 
     <!-- Plugin Information -->
@@ -62,6 +62,12 @@
             <version>0.1-SNAPSHOT</version>
             <scope>provided</scope>
         </dependency>
+        <dependency>
+            <groupId>com.nisovin.shopkeepers</groupId>
+            <artifactId>ShopkeepersAPI</artifactId>
+            <version>2.13.3</version>
+            <scope>provided</scope>
+        </dependency>
     </dependencies>
 
     <repositories>
@@ -97,6 +103,10 @@
             <id>sonatype-snapshots</id>
             <url>https://oss.sonatype.org/content/repositories/snapshots</url>
         </repository>
+        <repository>
+            <id>shopkeepers-repo</id>
+            <url>https://nexus.lichtspiele.org/repository/releases/</url>
+        </repository>
     </repositories>
 
     <build>
diff --git a/src/main/java/xyz/etztech/qol/QoL.java b/src/main/java/xyz/etztech/qol/QoL.java
index 1d53475..1b0b3f3 100644
--- a/src/main/java/xyz/etztech/qol/QoL.java
+++ b/src/main/java/xyz/etztech/qol/QoL.java
@@ -1,5 +1,6 @@
 package xyz.etztech.qol;
 
+import com.nisovin.shopkeepers.api.ShopkeepersPlugin;
 import github.scarsz.discordsrv.DiscordSRV;
 import net.md_5.bungee.api.chat.BaseComponent;
 import org.bukkit.Bukkit;
@@ -8,7 +9,6 @@ import org.bukkit.configuration.file.FileConfiguration;
 import org.bukkit.entity.Player;
 import org.bukkit.plugin.RegisteredServiceProvider;
 import org.bukkit.plugin.java.JavaPlugin;
-import org.bukkit.scheduler.BukkitRunnable;
 import org.dynmap.DynmapAPI;
 import org.dynmap.markers.Marker;
 import org.dynmap.markers.MarkerAPI;
@@ -91,10 +91,17 @@ public class QoL extends JavaPlugin {
             }
         }
 
+        // DiscordSRV Hook
         if (Bukkit.getPluginManager().isPluginEnabled("DiscordSRV")) {
             new DiscordSRVListener(this);
         }
 
+        // Shopkeepers Hook
+        if (Bukkit.getPluginManager().isPluginEnabled("Shopkeepers")) {
+            new HeadShopListener(this);
+            log("Hooked in Shopkeepers for the head shop");
+        }
+
         if( isEnabled() ) {
 
             // Add listeners
diff --git a/src/main/java/xyz/etztech/qol/listeners/HeadShopListener.java b/src/main/java/xyz/etztech/qol/listeners/HeadShopListener.java
new file mode 100644
index 0000000..88b6b1a
--- /dev/null
+++ b/src/main/java/xyz/etztech/qol/listeners/HeadShopListener.java
@@ -0,0 +1,68 @@
+package xyz.etztech.qol.listeners;
+
+import com.nisovin.shopkeepers.api.ShopkeepersPlugin;
+import com.nisovin.shopkeepers.api.shopkeeper.ShopkeeperRegistry;
+import com.nisovin.shopkeepers.api.shopkeeper.admin.regular.RegularAdminShopkeeper;
+import com.nisovin.shopkeepers.api.shopkeeper.offers.TradeOffer;
+import org.bukkit.Material;
+import org.bukkit.entity.Player;
+import org.bukkit.event.EventHandler;
+import org.bukkit.event.Listener;
+import org.bukkit.event.player.PlayerJoinEvent;
+import org.bukkit.inventory.ItemStack;
+import org.bukkit.inventory.meta.SkullMeta;
+import xyz.etztech.qol.QoL;
+
+import java.util.ArrayList;
+import java.util.List;
+
+public class HeadShopListener implements Listener{
+
+    private final QoL plugin;
+    private final ShopkeepersPlugin shopkeepersAPI;
+
+    public HeadShopListener(QoL plugin) {
+        this.plugin = plugin;
+        plugin.getServer().getPluginManager().registerEvents(this, plugin);
+
+        this.shopkeepersAPI = ShopkeepersPlugin.getInstance();
+    }
+
+    @EventHandler
+    public void onJoin(PlayerJoinEvent event) {
+        final Player player = event.getPlayer();
+
+        if (shopkeepersAPI != null && player.hasPermission("qol.head_shop")) {
+            int shopKeeperID = plugin.getConfig().getInt("head_shop.id", -1);
+
+            if (shopKeeperID != -1) {
+                ShopkeeperRegistry shopkeeperRegistry = shopkeepersAPI.getShopkeeperRegistry();
+                RegularAdminShopkeeper donorHeadShop =  (RegularAdminShopkeeper) shopkeeperRegistry.getShopkeeperById(shopKeeperID);
+
+                if (donorHeadShop != null) {
+                    // Remove the head if it already exists. This is done to refresh the skin of the head.
+                    List<? extends TradeOffer> tradeOffers = new ArrayList<>(donorHeadShop.getOffers());
+                    tradeOffers.removeIf(tradeOffer -> {
+                        SkullMeta itemOfferMeta = (SkullMeta)tradeOffer.getResultItem().getItemMeta();
+                        return itemOfferMeta.getOwningPlayer().getUniqueId() == player.getUniqueId();
+                    });
+
+                    donorHeadShop.setOffers(tradeOffers);
+
+                    // Add the head to the shop
+                    int diamondPrice = plugin.getConfig().getInt("head_shop.price", 2);
+                    ItemStack playerHead = new ItemStack(Material.PLAYER_HEAD);
+                    SkullMeta skullMeta = (SkullMeta) playerHead.getItemMeta();
+
+                    skullMeta.setOwningPlayer(player);
+                    skullMeta.setDisplayName(player.getDisplayName());
+                    playerHead.setItemMeta(skullMeta);
+
+                    TradeOffer donorHeadTrade = TradeOffer.create(playerHead, new ItemStack(Material.DIAMOND, diamondPrice), null);
+
+                    donorHeadShop.addOffer(donorHeadTrade);
+                }
+            }
+        }
+    }
+}
diff --git a/src/main/java/xyz/etztech/qol/listeners/JoinListener.java b/src/main/java/xyz/etztech/qol/listeners/JoinListener.java
index 5b12cd5..5083eaa 100644
--- a/src/main/java/xyz/etztech/qol/listeners/JoinListener.java
+++ b/src/main/java/xyz/etztech/qol/listeners/JoinListener.java
@@ -2,13 +2,10 @@ package xyz.etztech.qol.listeners;
 
 import org.bukkit.Bukkit;
 import org.bukkit.ChatColor;
-import org.bukkit.configuration.ConfigurationSection;
 import org.bukkit.entity.Player;
 import org.bukkit.event.EventHandler;
 import org.bukkit.event.Listener;
 import org.bukkit.event.player.PlayerJoinEvent;
-import org.bukkit.event.player.PlayerLoginEvent;
-import org.dynmap.markers.Marker;
 import xyz.etztech.qol.QoL;
 import xyz.etztech.qol.commands.CheckupCommand;
 
diff --git a/src/main/resources/config.yml b/src/main/resources/config.yml
index 4c297df..6f949ef 100644
--- a/src/main/resources/config.yml
+++ b/src/main/resources/config.yml
@@ -116,3 +116,11 @@ dynmap:
   defaults:
     map: "surface"
     zoom: 5
+
+# Shopkeepers Player Head Shop
+head_shop:
+  # Shopkeeper Shop ID, set to -1 to disable
+  id: -1
+  # Diamond price of a head in the shop, default is 2 diamonds
+  price: 2
+
diff --git a/src/main/resources/plugin.yml b/src/main/resources/plugin.yml
index da07701..0f5958b 100644
--- a/src/main/resources/plugin.yml
+++ b/src/main/resources/plugin.yml
@@ -4,7 +4,8 @@ description: ${description}
 author: ${author}
 website: ${url}
 main: ${mainClass}
-softdepend: [spark, dynmap, DiscordSRV]
+softdepend: [spark, dynmap, DiscordSRV, Shopkeepers]
+api-version: 1.13
 commands:
   qol:
     description: Base command
@@ -132,3 +133,6 @@ permissions:
   qol.discordignore:
     description: Ability to use the use the discordignore command
     default: op
+  qol.head_shop:
+    description: Controls if a player's head should be added to the head shop
+    default: op