diff --git a/client/src/Hooks/useMonitorForm.ts b/client/src/Hooks/useMonitorForm.ts
index 963409fc8a..ce9f9dab31 100644
--- a/client/src/Hooks/useMonitorForm.ts
+++ b/client/src/Hooks/useMonitorForm.ts
@@ -17,6 +17,8 @@ const getBaseDefaults = (data?: Monitor | null) => ({
 	geoCheckEnabled: data?.geoCheckEnabled ?? false,
 	geoCheckLocations: data?.geoCheckLocations || [],
 	geoCheckInterval: data?.geoCheckInterval || 300000,
+	escalationAfterMinutes: data?.escalationAfterMinutes ?? undefined,
+	escalationNotificationChannels: data?.escalationNotificationChannels || [],
 });
 
 export const useMonitorForm = ({
diff --git a/client/src/Pages/CreateMonitor/index.tsx b/client/src/Pages/CreateMonitor/index.tsx
index 15b76eab36..b37e0a57bb 100644
--- a/client/src/Pages/CreateMonitor/index.tsx
+++ b/client/src/Pages/CreateMonitor/index.tsx
@@ -765,6 +765,88 @@ const CreateMonitorPage = () => {
 				}
 			/>
 
+			<ConfigBox
+				title={t("pages.createMonitor.form.escalation.title")}
+				subtitle={t("pages.createMonitor.form.escalation.description")}
+				rightContent={
+					<Stack spacing={theme.spacing(LAYOUT.MD)}>
+						<Controller
+							name="escalationAfterMinutes"
+							control={control}
+							render={({ field }) => (
+								<TextField
+									type="number"
+									label={t("pages.createMonitor.form.escalation.afterMinutes")}
+									value={field.value ?? ""}
+									onChange={(e) => {
+										const val = e.target.value;
+										field.onChange(val === "" ? undefined : Number(val));
+									}}
+									placeholder="e.g. 5"
+								/>
+							)}
+						/>
+						<Controller
+							name="escalationNotificationChannels"
+							control={control}
+							render={({ field }) => {
+								const notificationOptions = (notifications ?? []).map((n) => ({
+									...n,
+									name: n.notificationName,
+								}));
+								const selected = notificationOptions.filter((n) =>
+									(field.value ?? []).includes(n.id)
+								);
+								return (
+									<Stack spacing={theme.spacing(LAYOUT.MD)}>
+										<Autocomplete
+											multiple
+											options={notificationOptions}
+											value={selected}
+											getOptionLabel={(option) => option.name}
+											onChange={(_: unknown, newValue: typeof notificationOptions) => {
+												field.onChange(newValue.map((n) => n.id));
+											}}
+											isOptionEqualToValue={(option, value) => option.id === value.id}
+										/>
+										{selected.length > 0 && (
+											<Stack flex={1} width="100%">
+												{selected.map((notification, index) => (
+													<Stack
+														direction="row"
+														alignItems="center"
+														key={notification.id}
+														width="100%"
+													>
+														<Typography flexGrow={1}>
+															{notification.notificationName}
+														</Typography>
+														<IconButton
+															size="small"
+															onClick={() => {
+																field.onChange(
+																	(field.value ?? []).filter(
+																		(id: string) => id !== notification.id
+																	)
+																);
+															}}
+															aria-label="Remove notification"
+														>
+															<Trash2 size={16} />
+														</IconButton>
+														{index < selected.length - 1 && <Divider />}
+													</Stack>
+												))}
+											</Stack>
+										)}
+									</Stack>
+								);
+							}}
+						/>
+					</Stack>
+				}
+			/>
+
 			{(watchedType === "http" ||
 				watchedType === "grpc" ||
 				watchedType === "websocket") && (
diff --git a/client/src/Types/Monitor.ts b/client/src/Types/Monitor.ts
index 053b517d1d..bce41647a2 100644
--- a/client/src/Types/Monitor.ts
+++ b/client/src/Types/Monitor.ts
@@ -76,6 +76,8 @@ export interface Monitor {
 	geoCheckEnabled?: boolean;
 	geoCheckLocations?: GeoContinent[];
 	geoCheckInterval?: number;
+	escalationAfterMinutes?: number;
+	escalationNotificationChannels?: string[];
 	recentChecks: CheckSnapshot[];
 	createdAt: string;
 	updatedAt: string;
diff --git a/client/src/Validation/monitor.ts b/client/src/Validation/monitor.ts
index 9acffe6fed..359a38135d 100644
--- a/client/src/Validation/monitor.ts
+++ b/client/src/Validation/monitor.ts
@@ -27,6 +27,8 @@ const baseSchema = z.object({
 		.number()
 		.min(300000, "Interval must be at least 5 minutes")
 		.optional(),
+	escalationAfterMinutes: z.number().min(0).optional(),
+	escalationNotificationChannels: z.array(z.string()).optional(),
 });
 
 // HTTP monitor schema
diff --git a/client/src/locales/en.json b/client/src/locales/en.json
index 92a21939f3..9f5dd67b2d 100644
--- a/client/src/locales/en.json
+++ b/client/src/locales/en.json
@@ -543,6 +543,11 @@
 					"description": "Select the notification channels you want to use",
 					"title": "Notifications"
 				},
+				"escalation": {
+					"title": "Escalation rules",
+					"description": "If the monitor stays down for the specified time, notify additional channels",
+					"afterMinutes": "Escalate after (minutes)"
+				},
 				"type": {
 					"description": "Select the type of check to perform",
 					"optionDockerDescription": "Use Docker to monitor if a container is running.",
diff --git a/server/src/db/models/Incident.ts b/server/src/db/models/Incident.ts
index 82e2b5eb2b..a0a4926f5a 100644
--- a/server/src/db/models/Incident.ts
+++ b/server/src/db/models/Incident.ts
@@ -1,12 +1,13 @@
 import { Schema, model, type Types } from "mongoose";
 import { IncidentResolutionTypes, type Incident } from "@/types/incident.js";
 
-type IncidentDocumentBase = Omit<Incident, "id" | "monitorId" | "teamId" | "resolvedBy" | "startTime" | "endTime" | "createdAt" | "updatedAt"> & {
+type IncidentDocumentBase = Omit<Incident, "id" | "monitorId" | "teamId" | "resolvedBy" | "startTime" | "endTime" | "escalationSentAt" | "createdAt" | "updatedAt"> & {
 	monitorId: Types.ObjectId;
 	teamId: Types.ObjectId;
 	resolvedBy?: Types.ObjectId | null;
 	startTime: Date;
 	endTime: Date | null;
+	escalationSentAt?: Date | null;
 	createdAt: Date;
 	updatedAt: Date;
 };
@@ -72,6 +73,10 @@ const IncidentSchema = new Schema<IncidentDocument>(
 			type: String,
 			default: null,
 		},
+		escalationSentAt: {
+			type: Date,
+			default: null,
+		},
 	},
 	{ timestamps: true }
 );
diff --git a/server/src/db/models/Monitor.ts b/server/src/db/models/Monitor.ts
index 036aeadad6..080dde3c24 100644
--- a/server/src/db/models/Monitor.ts
+++ b/server/src/db/models/Monitor.ts
@@ -351,6 +351,14 @@ const MonitorSchema = new Schema<MonitorDocument>(
 			type: Number,
 			default: 300000,
 		},
+		escalationAfterMinutes: {
+			type: Number,
+			default: undefined,
+		},
+		escalationNotificationChannels: {
+			type: [String],
+			default: [],
+		},
 		recentChecks: {
 			type: [checkSnapshotSchema],
 			default: [],
diff --git a/server/src/repositories/incidents/MongoIncidentRepository.ts b/server/src/repositories/incidents/MongoIncidentRepository.ts
index 096ba3d37b..361d332779 100644
--- a/server/src/repositories/incidents/MongoIncidentRepository.ts
+++ b/server/src/repositories/incidents/MongoIncidentRepository.ts
@@ -60,6 +60,7 @@ class MongoIncidentRepository implements IIncidentsRepository {
 			resolvedBy: doc.resolvedBy ? this.toStringId(doc.resolvedBy) : null,
 			resolvedByEmail: doc.resolvedByEmail ?? null,
 			comment: doc.comment ?? null,
+			escalationSentAt: doc.escalationSentAt ? this.toDateString(doc.escalationSentAt) : null,
 			createdAt: this.toDateString(doc.createdAt),
 			updatedAt: this.toDateString(doc.updatedAt),
 		};
diff --git a/server/src/repositories/monitors/MongoMonitorsRepository.ts b/server/src/repositories/monitors/MongoMonitorsRepository.ts
index b2d7594483..7570bdbbcd 100644
--- a/server/src/repositories/monitors/MongoMonitorsRepository.ts
+++ b/server/src/repositories/monitors/MongoMonitorsRepository.ts
@@ -391,6 +391,8 @@ class MongoMonitorsRepository implements IMonitorsRepository {
 			geoCheckEnabled: doc.geoCheckEnabled ?? false,
 			geoCheckLocations: doc.geoCheckLocations ?? [],
 			geoCheckInterval: doc.geoCheckInterval ?? 300000,
+			escalationAfterMinutes: doc.escalationAfterMinutes ?? undefined,
+			escalationNotificationChannels: doc.escalationNotificationChannels ?? [],
 			createdAt: toDateString(doc.createdAt),
 			updatedAt: toDateString(doc.updatedAt),
 		};
@@ -450,6 +452,8 @@ class MongoMonitorsRepository implements IMonitorsRepository {
 			geoCheckEnabled: doc.geoCheckEnabled ?? false,
 			geoCheckLocations: doc.geoCheckLocations ?? [],
 			geoCheckInterval: doc.geoCheckInterval ?? 300000,
+			escalationAfterMinutes: doc.escalationAfterMinutes ?? undefined,
+			escalationNotificationChannels: doc.escalationNotificationChannels ?? [],
 			createdAt: toDateString(doc.createdAt),
 			updatedAt: toDateString(doc.updatedAt),
 		};
diff --git a/server/src/service/infrastructure/SuperSimpleQueue/SuperSimpleQueueHelper.ts b/server/src/service/infrastructure/SuperSimpleQueue/SuperSimpleQueueHelper.ts
index b6908127b2..03497f433c 100644
--- a/server/src/service/infrastructure/SuperSimpleQueue/SuperSimpleQueueHelper.ts
+++ b/server/src/service/infrastructure/SuperSimpleQueue/SuperSimpleQueueHelper.ts
@@ -12,6 +12,7 @@ import {
 	type IGeoChecksService,
 } from "@/service/index.js";
 import { CHECK_TTL_SENTINEL, type MaintenanceWindow, type StatusChangeResult } from "@/types/index.js";
+import type { MonitorStatusResponse } from "@/types/network.js";
 import {
 	IMaintenanceWindowsRepository,
 	IMonitorsRepository,
@@ -38,7 +39,7 @@ export interface MonitorActionDecision {
 	shouldResolveIncident: boolean;
 	shouldSendNotification: boolean;
 	incidentReason: "status_down" | "threshold_breach" | null;
-	notificationReason: "status_change" | "threshold_breach" | null;
+	notificationReason: "status_change" | "threshold_breach" | "escalation" | null;
 	thresholdBreaches?: {
 		cpu?: boolean;
 		memory?: boolean;
@@ -177,6 +178,15 @@ export class SuperSimpleQueueHelper implements ISuperSimpleQueueHelper {
 						stack: error instanceof Error ? error.stack : undefined,
 					});
 				});
+
+				this.checkEscalation(statusChangeResult.monitor, status).catch((error: unknown) => {
+					this.logger.warn({
+						message: `Error checking escalation for monitor ${monitor.id}: ${error instanceof Error ? error.message : "Unknown error"}`,
+						service: SERVICE_NAME,
+						method: "getMonitorJob",
+						stack: error instanceof Error ? error.stack : undefined,
+					});
+				});
 			} catch (error: unknown) {
 				this.logger.warn({
 					message: error instanceof Error ? error.message : "Unknown error",
@@ -418,6 +428,49 @@ export class SuperSimpleQueueHelper implements ISuperSimpleQueueHelper {
 		};
 	};
 
+	private async checkEscalation(monitor: Monitor, monitorStatusResponse: MonitorStatusResponse) {
+		if (monitor.status !== "down" && monitor.status !== "breached") {
+			return;
+		}
+
+		if (!monitor.escalationAfterMinutes || !monitor.escalationNotificationChannels?.length) {
+			return;
+		}
+
+		const incident = await this.incidentsRepository.findActiveByMonitorId(monitor.id, monitor.teamId);
+		if (!incident) {
+			return;
+		}
+
+		if (incident.escalationSentAt) {
+			return;
+		}
+
+		const incidentStart = new Date(incident.startTime).getTime();
+		const elapsed = (Date.now() - incidentStart) / 60000;
+
+		if (elapsed < monitor.escalationAfterMinutes) {
+			return;
+		}
+
+		const escalationDecision: MonitorActionDecision = {
+			shouldCreateIncident: false,
+			shouldResolveIncident: false,
+			shouldSendNotification: true,
+			incidentReason: null,
+			notificationReason: "escalation",
+		};
+
+		await this.notificationsService.sendEscalationNotifications(
+			monitor,
+			monitorStatusResponse,
+			escalationDecision,
+			monitor.escalationNotificationChannels
+		);
+
+		await this.incidentsRepository.updateById(incident.id, monitor.teamId, { escalationSentAt: new Date().toISOString() });
+	}
+
 	private evaluateMonitorAction(statusChangeResult: StatusChangeResult): MonitorActionDecision {
 		const { monitor, statusChanged, prevStatus } = statusChangeResult;
 
diff --git a/server/src/service/infrastructure/notificationMessageBuilder.ts b/server/src/service/infrastructure/notificationMessageBuilder.ts
index 934163b2a9..37c07c0e14 100644
--- a/server/src/service/infrastructure/notificationMessageBuilder.ts
+++ b/server/src/service/infrastructure/notificationMessageBuilder.ts
@@ -53,7 +53,10 @@ export class NotificationMessageBuilder implements INotificationMessageBuilder {
 	}
 
 	private determineNotificationType(decision: MonitorActionDecision, monitor: Monitor): NotificationType {
-		// Down status has highest priority (critical)
+		if (decision.notificationReason === "escalation") {
+			return "escalation";
+		}
+
 		if (monitor.status === "down") {
 			return "monitor_down";
 		}
@@ -80,6 +83,7 @@ export class NotificationMessageBuilder implements INotificationMessageBuilder {
 	private determineSeverity(type: NotificationType): NotificationSeverity {
 		switch (type) {
 			case "monitor_down":
+			case "escalation":
 				return "critical";
 			case "threshold_breach":
 				return "warning";
@@ -103,6 +107,8 @@ export class NotificationMessageBuilder implements INotificationMessageBuilder {
 				return this.buildThresholdBreachContent(monitor, monitorStatusResponse as MonitorStatusResponse<HardwareStatusPayload>);
 			case "threshold_resolved":
 				return this.buildThresholdResolvedContent(monitor);
+			case "escalation":
+				return this.buildEscalationContent(monitor);
 			default:
 				return this.buildDefaultContent(monitor);
 		}
@@ -173,6 +179,19 @@ export class NotificationMessageBuilder implements INotificationMessageBuilder {
 		};
 	}
 
+	private buildEscalationContent(monitor: Monitor): NotificationContent {
+		const title = `Escalation: ${monitor.name}`;
+		const summary = `Monitor "${monitor.name}" has been down for an extended period.`;
+		const details = [`URL: ${monitor.url}`, `Status: Down`, `Type: ${monitor.type}`];
+
+		return {
+			title,
+			summary,
+			details,
+			timestamp: new Date(),
+		};
+	}
+
 	private buildDefaultContent(monitor: Monitor): NotificationContent {
 		return {
 			title: `Monitor: ${monitor.name}`,
diff --git a/server/src/service/infrastructure/notificationProviders/email.ts b/server/src/service/infrastructure/notificationProviders/email.ts
index b3686651cc..e42afb4ee1 100644
--- a/server/src/service/infrastructure/notificationProviders/email.ts
+++ b/server/src/service/infrastructure/notificationProviders/email.ts
@@ -87,6 +87,8 @@ export class EmailProvider implements INotificationProvider {
 				return `Monitor ${message.monitor.name} threshold exceeded`;
 			case "threshold_resolved":
 				return `Monitor ${message.monitor.name} thresholds resolved`;
+			case "escalation":
+				return `ESCALATION: Monitor ${message.monitor.name} is still down`;
 			default:
 				return `Alert: ${message.monitor.name}`;
 		}
diff --git a/server/src/service/infrastructure/notificationsService.ts b/server/src/service/infrastructure/notificationsService.ts
index c75477c88c..4645031f0d 100644
--- a/server/src/service/infrastructure/notificationsService.ts
+++ b/server/src/service/infrastructure/notificationsService.ts
@@ -14,6 +14,7 @@ export interface INotificationsService {
 	updateById(id: string, teamId: string, updateData: Partial<Notification>): Promise<Notification>;
 	deleteById: (id: string, teamId: string) => Promise<Notification>;
 	handleNotifications: (monitor: Monitor, monitorStatusResponse: MonitorStatusResponse, decision: MonitorActionDecision) => Promise<boolean>;
+	sendEscalationNotifications: (monitor: Monitor, monitorStatusResponse: MonitorStatusResponse, decision: MonitorActionDecision, notificationIds: string[]) => Promise<boolean>;
 
 	sendTestNotification: (notification: Partial<Notification>) => Promise<boolean>;
 	testAllNotifications: (notificationIds: string[]) => Promise<boolean>;
@@ -137,10 +138,21 @@ export class NotificationsService implements INotificationsService {
 			return false;
 		}
 
-		// Send notifications based on decision
 		return await this.sendNotifications(monitor, monitorStatusResponse, decision);
 	};
 
+	sendEscalationNotifications = async (monitor: Monitor, monitorStatusResponse: MonitorStatusResponse, decision: MonitorActionDecision, notificationIds: string[]) => {
+		const notifications = await this.notificationsRepository.findNotificationsByIds(notificationIds);
+		const settings = this.settingsService.getSettings();
+		const clientHost = settings.clientHost || "Host not defined";
+		const notificationMessage = this.notificationMessageBuilder.buildMessage(monitor, monitorStatusResponse, decision, clientHost);
+
+		const tasks = notifications.map((notification) => this.send(notification, monitor, monitorStatusResponse, decision, notificationMessage));
+		const outcomes = await Promise.all(tasks);
+		const succeeded = outcomes.filter(Boolean).length;
+		return succeeded === notifications.length;
+	};
+
 	sendTestNotification = async (notification: Partial<Notification>) => {
 		switch (notification.type) {
 			case "email":
diff --git a/server/src/types/incident.ts b/server/src/types/incident.ts
index 6b076ff835..92cbf38de0 100644
--- a/server/src/types/incident.ts
+++ b/server/src/types/incident.ts
@@ -16,6 +16,7 @@ export interface Incident {
 	resolvedBy?: string | null;
 	resolvedByEmail?: string | null;
 	comment?: string | null;
+	escalationSentAt?: string | null;
 	createdAt: string;
 	updatedAt: string;
 }
diff --git a/server/src/types/monitor.ts b/server/src/types/monitor.ts
index f29ce75d78..786c2d8c15 100644
--- a/server/src/types/monitor.ts
+++ b/server/src/types/monitor.ts
@@ -53,6 +53,8 @@ export interface Monitor {
 	geoCheckEnabled?: boolean;
 	geoCheckLocations?: GeoContinent[];
 	geoCheckInterval?: number;
+	escalationAfterMinutes?: number;
+	escalationNotificationChannels?: string[];
 	recentChecks: CheckSnapshot[];
 	createdAt: string;
 	updatedAt: string;
diff --git a/server/src/types/notificationMessage.ts b/server/src/types/notificationMessage.ts
index f06ff1bd9a..7408e01c4b 100644
--- a/server/src/types/notificationMessage.ts
+++ b/server/src/types/notificationMessage.ts
@@ -3,7 +3,7 @@
  * Part of notification system unification effort
  */
 
-export type NotificationType = "monitor_down" | "monitor_up" | "threshold_breach" | "threshold_resolved" | "test";
+export type NotificationType = "monitor_down" | "monitor_up" | "threshold_breach" | "threshold_resolved" | "escalation" | "test";
 
 export type NotificationSeverity = "critical" | "warning" | "info" | "success";
 
diff --git a/server/src/validation/monitorValidation.ts b/server/src/validation/monitorValidation.ts
index df000ecef2..c341e5d628 100644
--- a/server/src/validation/monitorValidation.ts
+++ b/server/src/validation/monitorValidation.ts
@@ -78,6 +78,8 @@ export const createMonitorBodyValidation = z.object({
 	geoCheckEnabled: z.boolean().optional(),
 	geoCheckLocations: z.array(z.enum(GeoContinents)).optional(),
 	geoCheckInterval: z.number().min(300000).optional(),
+	escalationAfterMinutes: z.number().min(0).optional(),
+	escalationNotificationChannels: z.array(z.string()).optional(),
 });
 
 export const editMonitorBodyValidation = z.object({
@@ -107,6 +109,8 @@ export const editMonitorBodyValidation = z.object({
 	geoCheckEnabled: z.boolean().optional(),
 	geoCheckLocations: z.array(z.enum(GeoContinents)).optional(),
 	geoCheckInterval: z.number().min(300000).optional(),
+	escalationAfterMinutes: z.number().min(0).optional(),
+	escalationNotificationChannels: z.array(z.string()).optional(),
 });
 
 export const pauseMonitorParamValidation = z.object({