diff --git a/docs/changelogs.md b/docs/changelogs.md
index 30b15d14..7d5d89fb 100644
--- a/docs/changelogs.md
+++ b/docs/changelogs.md
@@ -6,7 +6,7 @@ Please note that each version of Parkour is backwards compatible with the previo
 ## 7.2.0
 
 * Added ability to set a one-time fee for a course
-Added "ParkourTool.RemoveRightClickRestriction" to support geyser controls
+* Added "ParkourTool.RemoveRightClickRestriction" to support geyser controls
 * Added "Other.Display.CurrencyName" to show or hide currency name in messages
 * Added Throwables to be ParkourTools
 * Ability to disable nested parkour commands
diff --git a/pom.xml b/pom.xml
index 6e380fba..a7ad5185 100644
--- a/pom.xml
+++ b/pom.xml
@@ -91,7 +91,7 @@
 		<dependency>
 			<groupId>me.clip</groupId>
 			<artifactId>placeholderapi</artifactId>
-			<version>2.11.2</version>
+			<version>2.11.3</version>
 			<scope>provided</scope>
 		</dependency>
 		<!-- Bountiful API -->
@@ -111,7 +111,7 @@
 		<dependency>
 			<groupId>org.bstats</groupId>
 			<artifactId>bstats-bukkit</artifactId>
-			<version>3.0.1</version>
+			<version>3.0.2</version>
 			<scope>compile</scope>
 		</dependency>
 		<!-- MySQL Database -->
@@ -138,7 +138,7 @@
 		<dependency>
 			<groupId>com.github.cryptomorin</groupId>
 			<artifactId>XSeries</artifactId>
-			<version>9.3.0</version>
+			<version>9.4.0</version>
 			<scope>compile</scope>
 		</dependency>
 		<!-- Version Compare -->
@@ -152,7 +152,7 @@
 		<dependency>
 			<groupId>com.github.simplix-softworks</groupId>
 			<artifactId>simplixstorage</artifactId>
-			<version>3.2.5</version>
+			<version>3.2.6</version>
 		</dependency>
 		<!-- Update to remove known vulnerabilities -->
 		<dependency>
@@ -168,7 +168,7 @@
 		<dependency>
 			<groupId>org.json</groupId>
 			<artifactId>json</artifactId>
-			<version>20230227</version>
+			<version>20230618</version>
 		</dependency>
 	</dependencies>
 
diff --git a/src/main/java/io/github/a5h73y/parkour/configuration/impl/DefaultConfig.java b/src/main/java/io/github/a5h73y/parkour/configuration/impl/DefaultConfig.java
index e66c49b5..c5946648 100644
--- a/src/main/java/io/github/a5h73y/parkour/configuration/impl/DefaultConfig.java
+++ b/src/main/java/io/github/a5h73y/parkour/configuration/impl/DefaultConfig.java
@@ -98,6 +98,7 @@ public DefaultConfig(File file) {
 		this.setDefault("OnCourse.TreatLastCheckpointAsFinish", false);
 		this.setDefault("OnCourse.ParkourKit.Enabled", true);
 		this.setDefault("OnCourse.ParkourKit.IncludeVehicles", false);
+		this.setDefault("OnCourse.ParkourKit.FloatingClosestBlock", true);
 		this.setDefault("OnCourse.EnforceParkourCommands.Enabled", true);
 		this.setDefault("OnCourse.EnforceParkourCommands.Whitelist", Collections.singletonList("login"));
 
diff --git a/src/main/java/io/github/a5h73y/parkour/configuration/impl/StringsConfig.java b/src/main/java/io/github/a5h73y/parkour/configuration/impl/StringsConfig.java
index c8ee9df8..4b98a5b9 100644
--- a/src/main/java/io/github/a5h73y/parkour/configuration/impl/StringsConfig.java
+++ b/src/main/java/io/github/a5h73y/parkour/configuration/impl/StringsConfig.java
@@ -94,6 +94,7 @@ public StringsConfig(File file) {
 		this.setDefault("Parkour.Challenge.Winner", "Congratulations! You won the challenge on &b%VALUE%!");
 		this.setDefault("Parkour.Challenge.WinnerWager", "You have been rewarded &b%VALUE% &ffor winning the wager!");
 		this.setDefault("Parkour.Challenge.Loser", "&b%PLAYER% &fhas completed &b%COURSE% &fbefore you!");
+		this.setDefault("Parkour.Challenge.LoserWager", "You have had &b%VALUE% &fdeducted from your balance!");
 
 		this.setDefault("Event.Join", "This server uses &bParkour &3%VALUE%");
 		this.setDefault("Event.Checkpoint", "Checkpoint set to &b%CURRENT% &8/ &7%TOTAL%");
diff --git a/src/main/java/io/github/a5h73y/parkour/listener/move/ParkourBlockListener.java b/src/main/java/io/github/a5h73y/parkour/listener/move/ParkourBlockListener.java
index f91ef06c..a8e7634e 100644
--- a/src/main/java/io/github/a5h73y/parkour/listener/move/ParkourBlockListener.java
+++ b/src/main/java/io/github/a5h73y/parkour/listener/move/ParkourBlockListener.java
@@ -26,8 +26,11 @@ public class ParkourBlockListener extends AbstractPluginReceiver implements List
 	public static final List<BlockFace> BLOCK_FACES =
 			Arrays.asList(BlockFace.NORTH, BlockFace.EAST, BlockFace.SOUTH, BlockFace.WEST);
 
+	private final boolean floatingClosestBlock;
+
 	public ParkourBlockListener(final Parkour parkour) {
 		super(parkour);
+		this.floatingClosestBlock = parkour.getParkourConfig().getBoolean("OnCourse.ParkourKit.FloatingClosestBlock");
 	}
 
 	/**
@@ -64,7 +67,9 @@ public void onPlayerMove(PlayerMoveEvent event) {
 		}
 
 		// they are clearly hovering and another block is holding them up
-		if (player.isOnGround() && XBlock.isAir(belowMaterial)) {
+		if (player.isOnGround()
+				&& this.floatingClosestBlock
+				&& XBlock.isAir(belowMaterial)) {
 			belowMaterial = calculateClosestBlock(player);
 		}
 
diff --git a/src/main/java/io/github/a5h73y/parkour/plugin/EconomyApi.java b/src/main/java/io/github/a5h73y/parkour/plugin/EconomyApi.java
index 79046ebb..1b0f1435 100644
--- a/src/main/java/io/github/a5h73y/parkour/plugin/EconomyApi.java
+++ b/src/main/java/io/github/a5h73y/parkour/plugin/EconomyApi.java
@@ -355,4 +355,9 @@ private void processAmountCommand(CommandSender commandSender, String... args) {
 
 		TranslationUtils.sendMessage(commandSender, args[2] + "'s balance: &b" + getAmount(economy.getBalance(targetPlayer)));
 	}
+
+	@Override
+	public String getPluginDisplayName() {
+		return "Vault (Economy)";
+	}
 }
diff --git a/src/main/java/io/github/a5h73y/parkour/plugin/PermissionVault.java b/src/main/java/io/github/a5h73y/parkour/plugin/PermissionVault.java
index 91cca5dc..1d550e32 100644
--- a/src/main/java/io/github/a5h73y/parkour/plugin/PermissionVault.java
+++ b/src/main/java/io/github/a5h73y/parkour/plugin/PermissionVault.java
@@ -55,4 +55,8 @@ public String getPluginName() {
 		return "Vault";
 	}
 
+	@Override
+	public String getPluginDisplayName() {
+		return "Vault (Permissions)";
+	}
 }
diff --git a/src/main/java/io/github/a5h73y/parkour/plugin/PluginWrapper.java b/src/main/java/io/github/a5h73y/parkour/plugin/PluginWrapper.java
index 0a3b6062..2063c467 100644
--- a/src/main/java/io/github/a5h73y/parkour/plugin/PluginWrapper.java
+++ b/src/main/java/io/github/a5h73y/parkour/plugin/PluginWrapper.java
@@ -22,6 +22,10 @@ public abstract class PluginWrapper extends AbstractPluginReceiver {
 	 */
 	public abstract String getPluginName();
 
+	public String getPluginDisplayName() {
+		return this.getPluginName();
+	}
+
 	/**
 	 * Initialise the startup of the plugin on Construction of object.
 	 */
@@ -46,11 +50,11 @@ protected void initialise() {
 		// otherwise display error
 		if (externalPlugin != null && externalPlugin.isEnabled()) {
 			enabled = true;
-			PluginUtils.log("[" + getPluginName() + "] Successfully linked. "
+			PluginUtils.log("[" + getPluginDisplayName() + "] Successfully linked. "
 					+ "Version: " + externalPlugin.getDescription().getVersion(), 0);
 
 		} else {
-			PluginUtils.log("[" + getPluginName() + "] Plugin is missing, link was unsuccessful.", 1);
+			PluginUtils.log("[" + getPluginDisplayName() + "] Plugin is missing, link was unsuccessful.", 1);
 		}
 	}
 
diff --git a/src/main/java/io/github/a5h73y/parkour/type/challenge/ChallengeManager.java b/src/main/java/io/github/a5h73y/parkour/type/challenge/ChallengeManager.java
index 776bee1b..23d5745f 100644
--- a/src/main/java/io/github/a5h73y/parkour/type/challenge/ChallengeManager.java
+++ b/src/main/java/io/github/a5h73y/parkour/type/challenge/ChallengeManager.java
@@ -5,6 +5,13 @@
 import static io.github.a5h73y.parkour.other.ParkourConstants.ERROR_NO_EXIST;
 import static io.github.a5h73y.parkour.other.ParkourConstants.PLAYER_PLACEHOLDER;
 
+import java.util.Arrays;
+import java.util.Iterator;
+import java.util.Map;
+import java.util.Optional;
+import java.util.UUID;
+import java.util.WeakHashMap;
+
 import io.github.a5h73y.parkour.Parkour;
 import io.github.a5h73y.parkour.other.AbstractPluginReceiver;
 import io.github.a5h73y.parkour.plugin.EconomyApi;
@@ -15,12 +22,6 @@
 import io.github.a5h73y.parkour.utility.ValidationUtils;
 import io.github.a5h73y.parkour.utility.permission.Permission;
 import io.github.a5h73y.parkour.utility.permission.PermissionUtils;
-import java.util.Arrays;
-import java.util.Iterator;
-import java.util.Map;
-import java.util.Optional;
-import java.util.UUID;
-import java.util.WeakHashMap;
 import org.bukkit.Bukkit;
 import org.bukkit.entity.Player;
 import org.bukkit.potion.PotionEffectType;
@@ -178,7 +179,8 @@ public void removeInvitation(Player player) {
      */
     public boolean hasPlayerBeenChallenged(Player player) {
         return hasPlayerBeenInvited(player)
-                || challenges.values().stream().filter(challenge -> challenge.hasStarted()).anyMatch(challenge -> challenge.isPlayerParticipating(player));
+                || challenges.values().stream()
+                .anyMatch(challenge -> challenge.isPlayerParticipating(player));
     }
 
     /**
@@ -267,6 +269,8 @@ public void completeChallenge(Player winner) {
 
                     if (challenge.getWager() != null) {
                         parkour.getEconomyApi().chargePlayer(loser, challenge.getWager());
+                        TranslationUtils.sendValueTranslation("Parkour.Challenge.LoserWager",
+                                parkour.getEconomyApi().getAmount(challenge.getWager()), loser);
                     }
                 }
             }
@@ -361,7 +365,7 @@ public void prepareParticipant(Challenge challenge, Player participant) {
         }
 
         if (parkour.getParkourSessionManager().isPlaying(participant)) {
-        	parkour.getPlayerManager().leaveCourse(participant, false);
+            parkour.getPlayerManager().leaveCourse(participant, true);
         }
         parkour.getPlayerManager().joinCourse(participant, challenge.getCourseName());
         participant.setWalkSpeed(0f);
@@ -516,15 +520,9 @@ private void processCreateCommand(Player player, String courseName, @Nullable St
     }
 
     private void processSendInviteCommand(Player player, String... args) {
-        Challenge challenge = getChallengeForHost(player);
-
-        if (challenge == null) {
-            TranslationUtils.sendMessage(player, "You have not created a Challenge.");
-            return;
-        }
+        Challenge challenge = getChallengeForPlayer(player);
 
-        if (challenge.hasStarted()) {
-            TranslationUtils.sendMessage(player, "Your Challenge has already started.");
+        if (!validateChallengeAuthorityValidity(player, challenge)) {
             return;
         }
 
@@ -537,15 +535,9 @@ private void processSendInviteCommand(Player player, String... args) {
     }
 
     private void processStartCommand(Player player) {
-        Challenge challenge = getChallengeForHost(player);
-
-        if (challenge == null) {
-            TranslationUtils.sendMessage(player, "You have not created a challenge.");
-            return;
-        }
+        Challenge challenge = getChallengeForPlayer(player);
 
-        if (challenge.hasStarted()) {
-            TranslationUtils.sendMessage(player, "The Challenge has already started!");
+        if (!validateChallengeAuthorityValidity(player, challenge)) {
             return;
         }
 
@@ -559,6 +551,20 @@ private void processStartCommand(Player player) {
         challenge.markStarted();
     }
 
+    private void processTerminateCommand(Player player) {
+        Challenge challenge = getChallengeForPlayer(player);
+
+        if (!validateChallengeAuthorityValidity(player, challenge)) {
+            return;
+        }
+
+        challenge.getParticipatingPlayers().forEach(participantId ->
+                TranslationUtils.sendMessage(Bukkit.getPlayer(participantId), "The host has terminated the Challenge."));
+
+        invites.entrySet().removeIf(entry -> entry.getValue().getChallenge().equals(challenge));
+        removeChallenge(player);
+    }
+
     private void processInviteReceiveCommand(Player player, boolean accepted) {
         ChallengeInvite invite = getInviteForPlayer(player);
 
@@ -574,24 +580,23 @@ private void processInviteReceiveCommand(Player player, boolean accepted) {
         }
     }
 
-    private void processTerminateCommand(Player hostPlayer) {
-        Challenge challenge = getChallengeForHost(hostPlayer);
-
+    private boolean validateChallengeAuthorityValidity(Player player, Challenge challenge) {
         if (challenge == null) {
-            TranslationUtils.sendMessage(hostPlayer, "You have not created a Challenge.");
-            return;
+            TranslationUtils.sendMessage(player, "You are not on a Challenge.");
+            return false;
         }
 
-        if (challenge.hasStarted()) {
-            TranslationUtils.sendMessage(hostPlayer, "You can not terminate a Challenge in progress.");
-            return;
+        if (!challenge.getChallengeHost().getName().equals(player.getName())) {
+            TranslationUtils.sendMessage(player, "You are not the host of this Challenge.");
+            return false;
         }
 
-        challenge.getParticipatingPlayers().forEach(participantId ->
-                TranslationUtils.sendMessage(Bukkit.getPlayer(participantId), "The host has terminated the Challenge."));
+        if (challenge.hasStarted()) {
+            TranslationUtils.sendMessage(player, "The Challenge has already started!");
+            return false;
+        }
 
-        invites.entrySet().removeIf(entry -> entry.getValue().getChallenge().equals(challenge));
-        removeChallenge(hostPlayer);
+        return true;
     }
 
     /**
@@ -648,6 +653,11 @@ public boolean canCreateChallenge(Player player, String courseNameInput, String
             return false;
         }
 
+        if (getChallengeForPlayer(player) != null) {
+            TranslationUtils.sendTranslation("Error.OnChallenge", player);
+            return false;
+        }
+
         if (!parkour.getPlayerManager().canJoinCourseSilent(player, courseName)) {
             TranslationUtils.sendMessage(player, "You are not able to join this Course!");
             return false;
diff --git a/src/main/java/io/github/a5h73y/parkour/utility/cache/GenericCache.java b/src/main/java/io/github/a5h73y/parkour/utility/cache/GenericCache.java
index c6372b36..9d60fdd1 100644
--- a/src/main/java/io/github/a5h73y/parkour/utility/cache/GenericCache.java
+++ b/src/main/java/io/github/a5h73y/parkour/utility/cache/GenericCache.java
@@ -44,14 +44,19 @@ public boolean containsKey(K key) {
     }
 
     protected Set<K> getExpiredKeys() {
-        return this.cacheMap.keySet().parallelStream()
+        return this.cacheMap.keySet()
+                .parallelStream()
                 .filter(this::isExpired)
                 .collect(Collectors.toSet());
     }
 
     protected boolean isExpired(K key) {
-        LocalDateTime expirationDateTime = this.cacheMap.get(key).getCreatedAt().plus(this.cacheTimeout, ChronoUnit.SECONDS);
-        return LocalDateTime.now().isAfter(expirationDateTime);
+        boolean result = true;
+        if (this.cacheMap.containsKey(key)) {
+            LocalDateTime expirationDateTime = this.cacheMap.get(key).getCreatedAt().plus(this.cacheTimeout, ChronoUnit.SECONDS);
+            result = LocalDateTime.now().isAfter(expirationDateTime);
+        }
+        return result;
     }
 
     @Override