diff --git a/bot/index.ts b/bot/index.ts
index e573c4a..f7b149b 100644
--- a/bot/index.ts
+++ b/bot/index.ts
@@ -8,6 +8,7 @@ import { startWebServerFromRoot } from "../web/src/server";
 await AuroraClient.loadCommands();
 await AuroraClient.loadEvents();
 await AuroraClient.deployCommands();
+await AuroraClient.setupSystemEvents();
 
 console.log("🌐 Starting web server...");
 
diff --git a/bot/lib/BotClient.test.ts b/bot/lib/BotClient.test.ts
index da2f13c..6408a41 100644
--- a/bot/lib/BotClient.test.ts
+++ b/bot/lib/BotClient.test.ts
@@ -38,6 +38,15 @@ mock.module("../lib/loaders/EventLoader", () => ({
 }));
 
 // Mock dashboard service to prevent network/db calls during event handling
+mock.module("@shared/modules/economy/lootdrop.service", () => ({
+    lootdropService: { clearCaches: mock(async () => { }) }
+}));
+mock.module("@shared/modules/trade/trade.service", () => ({
+    tradeService: { clearSessions: mock(() => { }) }
+}));
+mock.module("@/modules/admin/item_wizard", () => ({
+    clearDraftSessions: mock(() => { })
+}));
 mock.module("@shared/modules/dashboard/dashboard.service", () => ({
     dashboardService: {
         recordEvent: mock(() => Promise.resolve())
@@ -48,11 +57,12 @@ describe("AuroraClient System Events", () => {
     let AuroraClient: any;
 
     beforeEach(async () => {
-        // Clear mocks and re-import client to ensure fresh listeners if possible
-        // Note: AuroraClient is a singleton, so we mostly reset its state
+        systemEvents.removeAllListeners();
         const module = await import("./BotClient");
         AuroraClient = module.AuroraClient;
         AuroraClient.maintenanceMode = false;
+        // MUST call explicitly now
+        await AuroraClient.setupSystemEvents();
     });
 
     /**
@@ -61,14 +71,11 @@ describe("AuroraClient System Events", () => {
      */
     test("should toggle maintenanceMode when MAINTENANCE_MODE event is received", async () => {
         systemEvents.emit(EVENTS.ACTIONS.MAINTENANCE_MODE, { enabled: true, reason: "Testing" });
-
-        // Give event loop time to process
-        await new Promise(resolve => setTimeout(resolve, 20));
-
+        await new Promise(resolve => setTimeout(resolve, 30));
         expect(AuroraClient.maintenanceMode).toBe(true);
 
         systemEvents.emit(EVENTS.ACTIONS.MAINTENANCE_MODE, { enabled: false });
-        await new Promise(resolve => setTimeout(resolve, 20));
+        await new Promise(resolve => setTimeout(resolve, 30));
         expect(AuroraClient.maintenanceMode).toBe(false);
     });
 
@@ -77,16 +84,28 @@ describe("AuroraClient System Events", () => {
      * Requirement: loadCommands and deployCommands should be called
      */
     test("should reload commands when RELOAD_COMMANDS event is received", async () => {
-        // Spy on the methods that should be called
         const loadSpy = spyOn(AuroraClient, "loadCommands").mockImplementation(() => Promise.resolve());
         const deploySpy = spyOn(AuroraClient, "deployCommands").mockImplementation(() => Promise.resolve());
 
         systemEvents.emit(EVENTS.ACTIONS.RELOAD_COMMANDS);
-
-        // Wait for async handlers
         await new Promise(resolve => setTimeout(resolve, 50));
 
         expect(loadSpy).toHaveBeenCalled();
         expect(deploySpy).toHaveBeenCalled();
     });
+
+    /**
+     * Test Case: Cache Clearance
+     * Requirement: Service clear methods should be triggered
+     */
+    test("should trigger service cache clearance when CLEAR_CACHE is received", async () => {
+        const { lootdropService } = await import("@shared/modules/economy/lootdrop.service");
+        const { tradeService } = await import("@shared/modules/trade/trade.service");
+
+        systemEvents.emit(EVENTS.ACTIONS.CLEAR_CACHE);
+        await new Promise(resolve => setTimeout(resolve, 50));
+
+        expect(lootdropService.clearCaches).toHaveBeenCalled();
+        expect(tradeService.clearSessions).toHaveBeenCalled();
+    });
 });
diff --git a/bot/lib/BotClient.ts b/bot/lib/BotClient.ts
index e763e15..a394f6d 100644
--- a/bot/lib/BotClient.ts
+++ b/bot/lib/BotClient.ts
@@ -18,13 +18,14 @@ export class Client extends DiscordClient {
         this.commands = new Collection<string, Command>();
         this.commandLoader = new CommandLoader(this);
         this.eventLoader = new EventLoader(this);
-        this.setupSystemEvents();
     }
 
-    private setupSystemEvents() {
-        import("@shared/lib/events").then(({ systemEvents, EVENTS }) => {
-            systemEvents.on(EVENTS.ACTIONS.RELOAD_COMMANDS, async () => {
-                console.log("🔄 System Action: Reloading commands...");
+    public async setupSystemEvents() {
+        const { systemEvents, EVENTS } = await import("@shared/lib/events");
+
+        systemEvents.on(EVENTS.ACTIONS.RELOAD_COMMANDS, async () => {
+            console.log("🔄 System Action: Reloading commands...");
+            try {
                 await this.loadCommands(true);
                 await this.deployCommands();
 
@@ -34,24 +35,42 @@ export class Client extends DiscordClient {
                     message: "Bot: Commands reloaded and redeployed",
                     icon: "✅"
                 });
-            });
+            } catch (error) {
+                console.error("Failed to reload commands:", error);
+            }
+        });
+
+        systemEvents.on(EVENTS.ACTIONS.CLEAR_CACHE, async () => {
+            console.log("� System Action: Clearing all internal caches...");
+
+            try {
+                // 1. Lootdrop Service
+                const { lootdropService } = await import("@shared/modules/economy/lootdrop.service");
+                await lootdropService.clearCaches();
+
+                // 2. Trade Service
+                const { tradeService } = await import("@shared/modules/trade/trade.service");
+                tradeService.clearSessions();
+
+                // 3. Item Wizard
+                const { clearDraftSessions } = await import("@/modules/admin/item_wizard");
+                clearDraftSessions();
 
-            systemEvents.on(EVENTS.ACTIONS.CLEAR_CACHE, async () => {
-                console.log("🧹 System Action: Clearing caches...");
-                // In a real app, we'd loop through services and clear their internal maps
                 const { dashboardService } = await import("@shared/modules/dashboard/dashboard.service");
                 await dashboardService.recordEvent({
                     type: "success",
-                    message: "Bot: Internal caches cleared",
+                    message: "Bot: All internal caches and sessions cleared",
                     icon: "🧼"
                 });
-            });
+            } catch (error) {
+                console.error("Failed to clear caches:", error);
+            }
+        });
 
-            systemEvents.on(EVENTS.ACTIONS.MAINTENANCE_MODE, async (data: { enabled: boolean, reason?: string }) => {
-                const { enabled, reason } = data;
-                console.log(`🛠️ System Action: Maintenance mode ${enabled ? "ON" : "OFF"}${reason ? ` (${reason})` : ""}`);
-                this.maintenanceMode = enabled;
-            });
+        systemEvents.on(EVENTS.ACTIONS.MAINTENANCE_MODE, async (data: { enabled: boolean, reason?: string }) => {
+            const { enabled, reason } = data;
+            console.log(`🛠️ System Action: Maintenance mode ${enabled ? "ON" : "OFF"}${reason ? ` (${reason})` : ""}`);
+            this.maintenanceMode = enabled;
         });
     }
 
diff --git a/bot/modules/admin/item_wizard.ts b/bot/modules/admin/item_wizard.ts
index 228f6aa..7e18889 100644
--- a/bot/modules/admin/item_wizard.ts
+++ b/bot/modules/admin/item_wizard.ts
@@ -241,3 +241,8 @@ export const handleItemWizardInteraction = async (interaction: Interaction) => {
     }
 
 };
+
+export const clearDraftSessions = () => {
+    draftSession.clear();
+    console.log("[ItemWizard] All draft item creation sessions cleared.");
+};
diff --git a/shared/lib/env.ts b/shared/lib/env.ts
index 93ea2ae..625b35c 100644
--- a/shared/lib/env.ts
+++ b/shared/lib/env.ts
@@ -7,6 +7,7 @@ const envSchema = z.object({
     DATABASE_URL: z.string().min(1, "Database URL is required"),
     PORT: z.coerce.number().default(3000),
     HOST: z.string().default("127.0.0.1"),
+    ADMIN_TOKEN: z.string().min(8, "ADMIN_TOKEN must be at least 8 characters"),
 });
 
 const parsedEnv = envSchema.safeParse(process.env);
diff --git a/shared/modules/dashboard/dashboard.types.ts b/shared/modules/dashboard/dashboard.types.ts
index 297830e..96f7921 100644
--- a/shared/modules/dashboard/dashboard.types.ts
+++ b/shared/modules/dashboard/dashboard.types.ts
@@ -59,6 +59,12 @@ export const ClientStatsSchema = z.object({
 
 export type ClientStats = z.infer<typeof ClientStatsSchema>;
 
+// Action Schemas
+export const MaintenanceModeSchema = z.object({
+    enabled: z.boolean(),
+    reason: z.string().optional(),
+});
+
 // WebSocket Message Schemas
 export const WsMessageSchema = z.discriminatedUnion("type", [
     z.object({ type: z.literal("PING") }),
diff --git a/shared/modules/economy/lootdrop.service.ts b/shared/modules/economy/lootdrop.service.ts
index 171684e..6584dbc 100644
--- a/shared/modules/economy/lootdrop.service.ts
+++ b/shared/modules/economy/lootdrop.service.ts
@@ -163,6 +163,11 @@ class LootdropService {
             return { success: false, error: "An error occurred while processing the reward." };
         }
     }
+    public async clearCaches() {
+        this.channelActivity.clear();
+        this.channelCooldowns.clear();
+        console.log("[LootdropService] Caches cleared via administrative action.");
+    }
 }
 
 export const lootdropService = new LootdropService();
diff --git a/shared/modules/trade/trade.service.ts b/shared/modules/trade/trade.service.ts
index e5805e3..86f63f6 100644
--- a/shared/modules/trade/trade.service.ts
+++ b/shared/modules/trade/trade.service.ts
@@ -196,5 +196,10 @@ export const tradeService = {
         });
 
         tradeService.endSession(threadId);
+    },
+
+    clearSessions: () => {
+        sessions.clear();
+        console.log("[TradeService] All active trade sessions cleared.");
     }
 };
diff --git a/web/src/components/ControlPanel.tsx b/web/src/components/ControlPanel.tsx
index 6cd7dd9..8334734 100644
--- a/web/src/components/ControlPanel.tsx
+++ b/web/src/components/ControlPanel.tsx
@@ -10,6 +10,14 @@ interface ControlPanelProps {
     maintenanceMode: boolean;
 }
 
+declare global {
+    interface Window {
+        AURORA_ENV?: {
+            ADMIN_TOKEN: string;
+        };
+    }
+}
+
 /**
  * ControlPanel component provides quick administrative actions for the bot.
  * Integrated with the premium glassmorphic theme.
@@ -20,12 +28,16 @@ export function ControlPanel({ maintenanceMode }: ControlPanelProps) {
     /**
      * Handles triggering an administrative action via the API
      */
-    const handleAction = async (action: string, payload?: any) => {
+    const handleAction = async (action: string, payload?: Record<string, unknown>) => {
         setLoading(action);
         try {
+            const token = window.AURORA_ENV?.ADMIN_TOKEN;
             const response = await fetch(`/api/actions/${action}`, {
                 method: "POST",
-                headers: { "Content-Type": "application/json" },
+                headers: {
+                    "Content-Type": "application/json",
+                    "Authorization": `Bearer ${token}`
+                },
                 body: payload ? JSON.stringify(payload) : undefined,
             });
             if (!response.ok) throw new Error(`Action ${action} failed`);
@@ -88,8 +100,8 @@ export function ControlPanel({ maintenanceMode }: ControlPanelProps) {
                 <Button
                     variant="outline"
                     className={`glass flex items-center justify-between h-auto py-4 px-5 border-white/10 transition-all group/maint ${maintenanceMode
-                            ? 'bg-red-500/10 border-red-500/50 hover:bg-red-500/20'
-                            : 'hover:border-yellow-500/50 hover:bg-yellow-500/5'
+                        ? 'bg-red-500/10 border-red-500/50 hover:bg-red-500/20'
+                        : 'hover:border-yellow-500/50 hover:bg-yellow-500/5'
                         }`}
                     onClick={() => handleAction("maintenance-mode", { enabled: !maintenanceMode, reason: "Dashboard toggle" })}
                     disabled={!!loading}
diff --git a/web/src/server.test.ts b/web/src/server.test.ts
index 69dd706..d66b2b9 100644
--- a/web/src/server.test.ts
+++ b/web/src/server.test.ts
@@ -51,18 +51,7 @@ mock.module("../../bot/lib/clientStats", () => ({
     })),
 }));
 
-// 3. Mock System Events
-mock.module("@shared/lib/events", () => ({
-    systemEvents: {
-        on: mock(() => { }),
-        emit: mock(() => { }),
-    },
-    EVENTS: {
-        DASHBOARD: {
-            NEW_EVENT: "dashboard:new_event",
-        }
-    }
-}));
+// 3. System Events (No mock needed, use real events)
 
 describe("WebServer Security & Limits", () => {
     const port = 3001;
@@ -110,4 +99,45 @@ describe("WebServer Security & Limits", () => {
         const data = (await response.json()) as { status: string };
         expect(data.status).toBe("ok");
     });
+
+    describe("Administrative Actions Authorization", () => {
+        test("should reject administrative actions without token", async () => {
+            const response = await fetch(`http://localhost:${port}/api/actions/reload-commands`, {
+                method: "POST"
+            });
+            expect(response.status).toBe(401);
+        });
+
+        test("should reject administrative actions with invalid token", async () => {
+            const response = await fetch(`http://localhost:${port}/api/actions/reload-commands`, {
+                method: "POST",
+                headers: { "Authorization": "Bearer wrong-token" }
+            });
+            expect(response.status).toBe(401);
+        });
+
+        test("should accept administrative actions with valid token", async () => {
+            const { env } = await import("@shared/lib/env");
+            const response = await fetch(`http://localhost:${port}/api/actions/reload-commands`, {
+                method: "POST",
+                headers: { "Authorization": `Bearer ${env.ADMIN_TOKEN}` }
+            });
+            expect(response.status).toBe(200);
+        });
+
+        test("should reject maintenance mode with invalid payload", async () => {
+            const { env } = await import("@shared/lib/env");
+            const response = await fetch(`http://localhost:${port}/api/actions/maintenance-mode`, {
+                method: "POST",
+                headers: {
+                    "Authorization": `Bearer ${env.ADMIN_TOKEN}`,
+                    "Content-Type": "application/json"
+                },
+                body: JSON.stringify({ not_enabled: true }) // Wrong field
+            });
+            expect(response.status).toBe(400);
+            const data = await response.json() as { error: string };
+            expect(data.error).toBe("Invalid payload");
+        });
+    });
 });
diff --git a/web/src/server.ts b/web/src/server.ts
index ddaffa1..c428128 100644
--- a/web/src/server.ts
+++ b/web/src/server.ts
@@ -100,7 +100,16 @@ export async function createWebServer(config: WebServerConfig = {}): Promise<Web
             // Administrative Actions
             if (url.pathname.startsWith("/api/actions/") && req.method === "POST") {
                 try {
+                    // Security Check: Token-based authentication
+                    const { env } = await import("@shared/lib/env");
+                    const authHeader = req.headers.get("Authorization");
+                    if (authHeader !== `Bearer ${env.ADMIN_TOKEN}`) {
+                        console.warn(`⚠️ [API] Unauthorized administrative action attempt from ${req.headers.get("x-forwarded-for") || "unknown"}`);
+                        return new Response("Unauthorized", { status: 401 });
+                    }
+
                     const { actionService } = await import("@shared/modules/admin/action.service");
+                    const { MaintenanceModeSchema } = await import("@shared/modules/dashboard/dashboard.types");
 
                     if (url.pathname === "/api/actions/reload-commands") {
                         const result = await actionService.reloadCommands();
@@ -113,8 +122,14 @@ export async function createWebServer(config: WebServerConfig = {}): Promise<Web
                     }
 
                     if (url.pathname === "/api/actions/maintenance-mode") {
-                        const body = await req.json() as { enabled: boolean; reason?: string };
-                        const result = await actionService.toggleMaintenanceMode(body.enabled, body.reason);
+                        const rawBody = await req.json();
+                        const parsed = MaintenanceModeSchema.safeParse(rawBody);
+
+                        if (!parsed.success) {
+                            return Response.json({ error: "Invalid payload", issues: parsed.error.issues }, { status: 400 });
+                        }
+
+                        const result = await actionService.toggleMaintenanceMode(parsed.data.enabled, parsed.data.reason);
                         return Response.json(result);
                     }
                 } catch (error) {
@@ -141,19 +156,30 @@ export async function createWebServer(config: WebServerConfig = {}): Promise<Web
 
             const fileRef = Bun.file(safePath);
             if (await fileRef.exists()) {
+                // If serving index.html, inject env vars for frontend
+                if (pathName === "/index.html") {
+                    let html = await fileRef.text();
+                    const { env } = await import("@shared/lib/env");
+                    const envScript = `<script>window.AURORA_ENV = { ADMIN_TOKEN: "${env.ADMIN_TOKEN}" };</script>`;
+                    html = html.replace("</head>", `${envScript}</head>`);
+                    return new Response(html, { headers: { "Content-Type": "text/html" } });
+                }
                 return new Response(fileRef);
             }
 
             // SPA Fallback: Serve index.html for unknown non-file routes
-            // If the path looks like a file (has extension), return 404
-            // Otherwise serve index.html
             const parts = pathName.split("/");
             const lastPart = parts[parts.length - 1];
             if (lastPart?.includes(".")) {
                 return new Response("Not Found", { status: 404 });
             }
 
-            return new Response(Bun.file(join(distDir, "index.html")));
+            const indexFile = Bun.file(join(distDir, "index.html"));
+            let indexHtml = await indexFile.text();
+            const { env: sharedEnv } = await import("@shared/lib/env");
+            const script = `<script>window.AURORA_ENV = { ADMIN_TOKEN: "${sharedEnv.ADMIN_TOKEN}" };</script>`;
+            indexHtml = indexHtml.replace("</head>", `${script}</head>`);
+            return new Response(indexHtml, { headers: { "Content-Type": "text/html" } });
         },
 
         websocket: {