diff --git a/src/ntfy/provider.ts b/src/ntfy/provider.ts
index bf35b9c..153caa7 100644
--- a/src/ntfy/provider.ts
+++ b/src/ntfy/provider.ts
@@ -107,6 +107,39 @@ export class NtfyProvider implements OnApplicationBootstrap {
 		)
 	}
 
+	async sendPerformingRiskyReservationNotification(
+		reservationId: string,
+		startTime: Dayjs,
+		endTime: Dayjs,
+	) {
+		const url = `${this.configService.get(
+			'BASE_URL',
+		)}/reservations/${reservationId}`
+		await this.publishQueue.add(
+			...NtfyProvider.defaultJob({
+				title: 'Handling risky reservation. Waiting for confirmation',
+				message: `Waiting for ${reservationId} - ${startTime.format()} to ${endTime.format()}`,
+				actions: [
+					{
+						action: 'http',
+						label: 'Accept',
+						url: `${url}/resume`,
+						method: 'POST',
+						clear: true,
+					},
+					{
+						action: 'http',
+						label: 'Reject',
+						url,
+						method: 'DELETE',
+						clear: true,
+					},
+				],
+				tags: [MessageTags.warning, MessageTags.passport_control],
+			}),
+		)
+	}
+
 	async sendErrorPerformingReservationNotification(
 		reservationId: string,
 		startTime: Dayjs,
diff --git a/src/ntfy/types.ts b/src/ntfy/types.ts
index 6e975ab..137f330 100644
--- a/src/ntfy/types.ts
+++ b/src/ntfy/types.ts
@@ -49,6 +49,7 @@ export enum MessageTags {
 	clock11 = 'clock11',
 	clock1130 = 'clock1130',
 	badminton = 'badminton',
+	passport_control = 'passport_control',
 }
 
 export enum MessagePriority {
@@ -59,13 +60,60 @@ export enum MessagePriority {
 	max = 5,
 }
 
+type MessageActionType = 'broadcast' | 'copy' | 'http' | 'view'
+
+export interface MessageActionConfig {
+	action: MessageActionType
+	/**
+	 * Label displayed on the action button
+	 */
+	label: string
+	/**
+	 * Clear notification after action button is tapped
+	 */
+	clear?: boolean
+}
+
+export interface BroadcastActionConfig extends MessageActionConfig {
+	action: 'broadcast'
+	intent?: string
+	extras?: Record<string, string>
+}
+
+export interface CopyActionConfig extends MessageActionConfig {
+	action: 'copy'
+	value: string
+}
+
+export interface HttpActionConfig extends MessageActionConfig {
+	action: 'http'
+	url: string
+	/**
+	 * @default 'POST'
+	 */
+	method?: 'GET' | 'POST' | 'PUT' | 'DELETE' | 'PATCH' // there are more but if I use them I'll have gone insane
+	headers?: Record<string, string>
+	body?: string
+}
+export interface ViewActionConfig extends MessageActionConfig {
+	action: 'view'
+	url: string
+	clear?: boolean
+}
+
+export type MessageAction =
+	| BroadcastActionConfig
+	| CopyActionConfig
+	| HttpActionConfig
+	| ViewActionConfig
+
 export interface MessageConfig {
 	topic: string
 	message?: string
 	title?: string
 	tags?: MessageTags[]
 	priority?: MessagePriority
-	actions?: object[]
+	actions?: MessageAction[]
 	markdown?: boolean
 	icon?: string
 }
diff --git a/src/reservations/service.ts b/src/reservations/service.ts
index 4d4a3e1..2ba074d 100644
--- a/src/reservations/service.ts
+++ b/src/reservations/service.ts
@@ -8,6 +8,12 @@ import { LoggerService } from '../logger/service.logger'
 import { BaanReserverenService } from '../runner/baanreserveren/service'
 import { Reservation, ReservationStatus } from './entity'
 
+export enum ReservationDangerLevel {
+	Safe = 'safe',
+	Risky = 'risky',
+	Lethal = 'lethal',
+}
+
 @Injectable()
 export class ReservationsService {
 	constructor(
@@ -93,6 +99,19 @@ export class ReservationsService {
 		return await this.reservationsRepository.save(res)
 	}
 
+	getDangerLevel(reservation: Reservation) {
+		// don't book something within the ~~danger zone~~
+		const now = dayjs()
+		const hourDiff = now.diff(reservation.dateRangeStart, 'hours')
+		if (hourDiff > 8) {
+			return ReservationDangerLevel.Safe
+		} else if (hourDiff >= 5) {
+			return ReservationDangerLevel.Risky
+		} else {
+			return ReservationDangerLevel.Lethal
+		}
+	}
+
 	async update(reservationId: string, update: Partial<Reservation>) {
 		return await this.reservationsRepository.update(reservationId, update)
 	}
diff --git a/src/waitingList/service.ts b/src/waitingList/service.ts
index ddda36f..41a0428 100644
--- a/src/waitingList/service.ts
+++ b/src/waitingList/service.ts
@@ -13,7 +13,10 @@ import {
 	ReservationsQueue,
 } from '../reservations/config'
 import { Reservation } from '../reservations/entity'
-import { ReservationsService } from '../reservations/service'
+import {
+	ReservationDangerLevel,
+	ReservationsService,
+} from '../reservations/service'
 import { WaitingListDetails } from './types'
 
 const EMAIL_SUBJECT_REGEX = new RegExp(
@@ -92,24 +95,44 @@ export class WaitingListService {
 		}
 
 		// don't book something within the ~~danger zone~~
-		const now = dayjs()
-		const { safe, dangerous } = reservations.reduce<{
+		const partitioned = reservations.reduce<{
 			safe: Reservation[]
-			dangerous: Reservation[]
+			risky: Reservation[]
+			lethal: Reservation[]
 		}>(
-			(acc, res) =>
-				now.diff(res.dateRangeStart, 'hours') > 5
-					? { safe: [...acc.safe, res], dangerous: acc.dangerous }
-					: { safe: acc.safe, dangerous: [...acc.dangerous, res] },
-			{ safe: [], dangerous: [] },
+			(acc, res) => {
+				switch (this.reservationsService.getDangerLevel(res)) {
+					case ReservationDangerLevel.Safe:
+						return {
+							safe: [...acc.safe, res],
+							risky: acc.risky,
+							lethal: acc.lethal,
+						}
+					case ReservationDangerLevel.Risky:
+						return {
+							safe: acc.safe,
+							risky: [...acc.risky, res],
+							lethal: acc.lethal,
+						}
+					case ReservationDangerLevel.Lethal:
+						return {
+							safe: acc.safe,
+							risky: acc.risky,
+							lethal: [...acc.lethal, res],
+						}
+				}
+			},
+			{ safe: [], risky: [], lethal: [] },
 		)
 
 		this.loggerService.debug(
-			`Found ${safe.length} safe reservations on waiting list (${dangerous.length} dangerous)`,
+			`Found the reservations in given categories: ${JSON.stringify(
+				partitioned,
+			)}`,
 		)
 
 		await this.reservationsQueue.addBulk(
-			safe.map((r) => ({
+			partitioned.safe.map((r) => ({
 				data: { reservation: r, speedyMode: false },
 				opts: { attempts: 1 },
 			})),