diff --git a/packages/server/src/services/security.ts b/packages/server/src/services/security.ts
index d6947b8876..398cf8227b 100644
--- a/packages/server/src/services/security.ts
+++ b/packages/server/src/services/security.ts
@@ -1,8 +1,8 @@
 import { db } from "@dokploy/server/db";
 import { type apiCreateSecurity, security } from "@dokploy/server/db/schema";
 import {
-	createSecurityMiddleware,
 	removeSecurityMiddleware,
+	updateSecurityMiddleware,
 } from "@dokploy/server/utils/traefik/security";
 import { TRPCError } from "@trpc/server";
 import { eq } from "drizzle-orm";
@@ -44,7 +44,7 @@ export const createSecurity = async (
 					message: "Error creating the security",
 				});
 			}
-			await createSecurityMiddleware(application, securityResponse);
+			await updateSecurityMiddleware(application, securityResponse);
 			return true;
 		});
 	} catch (error) {
@@ -90,15 +90,29 @@ export const updateSecurityById = async (
 	data: Partial<Security>,
 ) => {
 	try {
-		const response = await db
-			.update(security)
-			.set({
-				...data,
-			})
-			.where(eq(security.securityId, securityId))
-			.returning();
+		await db.transaction(async (tx) => {
+			const result = await tx
+				.update(security)
+				.set({
+					...data,
+				})
+				.where(eq(security.securityId, securityId))
+				.returning()
+				.then((res) => res[0]);
 
-		return response[0];
+			if (!result) {
+				throw new TRPCError({
+					code: "NOT_FOUND",
+					message: "Security not found",
+				});
+			}
+
+			const application = await findApplicationById(result.applicationId);
+
+			await updateSecurityMiddleware(application, result);
+
+			return result;
+		});
 	} catch (error) {
 		const message =
 			error instanceof Error ? error.message : "Error updating this security";
diff --git a/packages/server/src/utils/traefik/security.ts b/packages/server/src/utils/traefik/security.ts
index 2ded82356d..5f78c80bef 100644
--- a/packages/server/src/utils/traefik/security.ts
+++ b/packages/server/src/utils/traefik/security.ts
@@ -20,7 +20,7 @@ import {
 	writeMiddleware,
 } from "./middleware";
 
-export const createSecurityMiddleware = async (
+export const updateSecurityMiddleware = async (
 	application: ApplicationNested,
 	data: Security,
 ) => {
@@ -39,10 +39,12 @@ export const createSecurityMiddleware = async (
 	if (config.http?.middlewares) {
 		const currentMiddleware = config.http.middlewares[middlewareName];
 		if (isBasicAuthMiddleware(currentMiddleware)) {
-			currentMiddleware.basicAuth.users = [
-				...(currentMiddleware.basicAuth.users || []),
-				user,
-			];
+			const users = currentMiddleware.basicAuth.users;
+			const filteredUsers = users?.filter((user) => {
+				const [username] = user.split(":");
+				return username !== data.username;
+			});
+			currentMiddleware.basicAuth.users = [...(filteredUsers || []), user];
 		} else {
 			config.http.middlewares[middlewareName] = {
 				basicAuth: {