feat: UserWebhook/SystemWebhookのテスト送信機能を追加 (#14489)

* feat: UserWebhook/SystemWebhookのテスト送信機能を追加

* fix CHANGELOG.md

* 一部設定をパラメータから上書き出来るように修正

* remove async

* regenerate autogen

27 files changed, 1477 insertions, 39 deletions

diff --git a/CHANGELOG.md b/CHANGELOG.md
index 7c727cea78..4f3cd133bf 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,7 +1,7 @@
 ## Unreleased
 
 ### General
--
+- UserWebhookとSystemWebhookのテスト送信機能を追加 ( #14445 )
 
 ### Client
 - Feat: ノート単体・ユーザーのノート・クリップのノートの埋め込み機能
diff --git a/locales/index.d.ts b/locales/index.d.ts
index b06e0f245b..bd2421a5ca 100644
--- a/locales/index.d.ts
+++ b/locales/index.d.ts
@@ -9477,6 +9477,10 @@ export interface Locale extends ILocale {
          * Webhookを削除しますか？
          */
         "deleteConfirm": string;
+        /**
+         * スイッチの右にあるボタンをクリックするとダミーのデータを使用したテスト用Webhookを送信できます。
+         */
+        "testRemarks": string;
     };
     "_abuseReport": {
         "_notificationRecipient": {
diff --git a/locales/ja-JP.yml b/locales/ja-JP.yml
index 292569cc5a..2a5b530c9f 100644
--- a/locales/ja-JP.yml
+++ b/locales/ja-JP.yml
@@ -2514,6 +2514,7 @@ _webhookSettings:
     abuseReportResolved: "ユーザーからの通報を処理したとき"
     userCreated: "ユーザーが作成されたとき"
   deleteConfirm: "Webhookを削除しますか？"
+  testRemarks: "スイッチの右にあるボタンをクリックするとダミーのデータを使用したテスト用Webhookを送信できます。"
 
 _abuseReport:
   _notificationRecipient:
diff --git a/packages/backend/src/core/CoreModule.ts b/packages/backend/src/core/CoreModule.ts
index c9427bbeb7..674241ac12 100644
--- a/packages/backend/src/core/CoreModule.ts
+++ b/packages/backend/src/core/CoreModule.ts
@@ -13,6 +13,7 @@ import {
 import { AbuseReportNotificationService } from '@/core/AbuseReportNotificationService.js';
 import { SystemWebhookService } from '@/core/SystemWebhookService.js';
 import { UserSearchService } from '@/core/UserSearchService.js';
+import { WebhookTestService } from '@/core/WebhookTestService.js';
 import { AccountMoveService } from './AccountMoveService.js';
 import { AccountUpdateService } from './AccountUpdateService.js';
 import { AiService } from './AiService.js';
@@ -211,6 +212,7 @@ const $UserAuthService: Provider = { provide: 'UserAuthService', useExisting: Us
 const $VideoProcessingService: Provider = { provide: 'VideoProcessingService', useExisting: VideoProcessingService };
 const $UserWebhookService: Provider = { provide: 'UserWebhookService', useExisting: UserWebhookService };
 const $SystemWebhookService: Provider = { provide: 'SystemWebhookService', useExisting: SystemWebhookService };
+const $WebhookTestService: Provider = { provide: 'WebhookTestService', useExisting: WebhookTestService };
 const $UtilityService: Provider = { provide: 'UtilityService', useExisting: UtilityService };
 const $FileInfoService: Provider = { provide: 'FileInfoService', useExisting: FileInfoService };
 const $SearchService: Provider = { provide: 'SearchService', useExisting: SearchService };
@@ -359,6 +361,7 @@ const $ApQuestionService: Provider = { provide: 'ApQuestionService', useExisting
 		VideoProcessingService,
 		UserWebhookService,
 		SystemWebhookService,
+		WebhookTestService,
 		UtilityService,
 		FileInfoService,
 		SearchService,
@@ -503,6 +506,7 @@ const $ApQuestionService: Provider = { provide: 'ApQuestionService', useExisting
 		$VideoProcessingService,
 		$UserWebhookService,
 		$SystemWebhookService,
+		$WebhookTestService,
 		$UtilityService,
 		$FileInfoService,
 		$SearchService,
@@ -648,6 +652,7 @@ const $ApQuestionService: Provider = { provide: 'ApQuestionService', useExisting
 		VideoProcessingService,
 		UserWebhookService,
 		SystemWebhookService,
+		WebhookTestService,
 		UtilityService,
 		FileInfoService,
 		SearchService,
@@ -791,6 +796,7 @@ const $ApQuestionService: Provider = { provide: 'ApQuestionService', useExisting
 		$VideoProcessingService,
 		$UserWebhookService,
 		$SystemWebhookService,
+		$WebhookTestService,
 		$UtilityService,
 		$FileInfoService,
 		$SearchService,
diff --git a/packages/backend/src/core/QueueService.ts b/packages/backend/src/core/QueueService.ts
index 80827a500b..ddb90a051f 100644
--- a/packages/backend/src/core/QueueService.ts
+++ b/packages/backend/src/core/QueueService.ts
@@ -452,10 +452,15 @@ export class QueueService {
 
 	/**
 	 * @see UserWebhookDeliverJobData
-	 * @see WebhookDeliverProcessorService
+	 * @see UserWebhookDeliverProcessorService
 	 */
 	@bindThis
-	public userWebhookDeliver(webhook: MiWebhook, type: typeof webhookEventTypes[number], content: unknown) {
+	public userWebhookDeliver(
+		webhook: MiWebhook,
+		type: typeof webhookEventTypes[number],
+		content: unknown,
+		opts?: { attempts?: number },
+	) {
 		const data: UserWebhookDeliverJobData = {
 			type,
 			content,
@@ -468,7 +473,7 @@ export class QueueService {
 		};
 
 		return this.userWebhookDeliverQueue.add(webhook.id, data, {
-			attempts: 4,
+			attempts: opts?.attempts ?? 4,
 			backoff: {
 				type: 'custom',
 			},
@@ -479,10 +484,15 @@ export class QueueService {
 
 	/**
 	 * @see SystemWebhookDeliverJobData
-	 * @see WebhookDeliverProcessorService
+	 * @see SystemWebhookDeliverProcessorService
 	 */
 	@bindThis
-	public systemWebhookDeliver(webhook: MiSystemWebhook, type: SystemWebhookEventType, content: unknown) {
+	public systemWebhookDeliver(
+		webhook: MiSystemWebhook,
+		type: SystemWebhookEventType,
+		content: unknown,
+		opts?: { attempts?: number },
+	) {
 		const data: SystemWebhookDeliverJobData = {
 			type,
 			content,
@@ -494,7 +504,7 @@ export class QueueService {
 		};
 
 		return this.systemWebhookDeliverQueue.add(webhook.id, data, {
-			attempts: 4,
+			attempts: opts?.attempts ?? 4,
 			backoff: {
 				type: 'custom',
 			},
diff --git a/packages/backend/src/core/SystemWebhookService.ts b/packages/backend/src/core/SystemWebhookService.ts
index bc6851f788..bb7c6b8c0e 100644
--- a/packages/backend/src/core/SystemWebhookService.ts
+++ b/packages/backend/src/core/SystemWebhookService.ts
@@ -54,7 +54,7 @@ export class SystemWebhookService implements OnApplicationShutdown {
 	 * SystemWebhook の一覧を取得する.
 	 */
 	@bindThis
-	public async fetchSystemWebhooks(params?: {
+	public fetchSystemWebhooks(params?: {
 		ids?: MiSystemWebhook['id'][];
 		isActive?: MiSystemWebhook['isActive'];
 		on?: MiSystemWebhook['on'];
@@ -165,19 +165,24 @@ export class SystemWebhookService implements OnApplicationShutdown {
 	/**
 	 * SystemWebhook をWebhook配送キューに追加する
 	 * @see QueueService.systemWebhookDeliver
+	 * // TODO: contentの型を厳格化する
 	 */
 	@bindThis
-	public async enqueueSystemWebhook(webhook: MiSystemWebhook | MiSystemWebhook['id'], type: SystemWebhookEventType, content: unknown) {
+	public async enqueueSystemWebhook<T extends SystemWebhookEventType>(
+		webhook: MiSystemWebhook | MiSystemWebhook['id'],
+		type: T,
+		content: unknown,
+	) {
 		const webhookEntity = typeof webhook === 'string'
 			? (await this.fetchActiveSystemWebhooks()).find(a => a.id === webhook)
 			: webhook;
 		if (!webhookEntity || !webhookEntity.isActive) {
-			this.logger.info(`Webhook is not active or not found : ${webhook}`);
+			this.logger.info(`SystemWebhook is not active or not found : ${webhook}`);
 			return;
 		}
 
 		if (!webhookEntity.on.includes(type)) {
-			this.logger.info(`Webhook ${webhookEntity.id} is not listening to ${type}`);
+			this.logger.info(`SystemWebhook ${webhookEntity.id} is not listening to ${type}`);
 			return;
 		}
 
diff --git a/packages/backend/src/core/UserWebhookService.ts b/packages/backend/src/core/UserWebhookService.ts
index e96bfeea95..8a40a53688 100644
--- a/packages/backend/src/core/UserWebhookService.ts
+++ b/packages/backend/src/core/UserWebhookService.ts
@@ -5,8 +5,8 @@
 
 import { Inject, Injectable } from '@nestjs/common';
 import * as Redis from 'ioredis';
-import type { WebhooksRepository } from '@/models/_.js';
-import type { MiWebhook } from '@/models/Webhook.js';
+import { type WebhooksRepository } from '@/models/_.js';
+import { MiWebhook } from '@/models/Webhook.js';
 import { DI } from '@/di-symbols.js';
 import { bindThis } from '@/decorators.js';
 import { GlobalEvents } from '@/core/GlobalEventService.js';
@@ -38,6 +38,31 @@ export class UserWebhookService implements OnApplicationShutdown {
 		return this.activeWebhooks;
 	}
 
+	/**
+	 * UserWebhook の一覧を取得する.
+	 */
+	@bindThis
+	public fetchWebhooks(params?: {
+		ids?: MiWebhook['id'][];
+		isActive?: MiWebhook['active'];
+		on?: MiWebhook['on'];
+	}): Promise<MiWebhook[]> {
+		const query = this.webhooksRepository.createQueryBuilder('webhook');
+		if (params) {
+			if (params.ids && params.ids.length > 0) {
+				query.andWhere('webhook.id IN (:...ids)', { ids: params.ids });
+			}
+			if (params.isActive !== undefined) {
+				query.andWhere('webhook.active = :isActive', { isActive: params.isActive });
+			}
+			if (params.on && params.on.length > 0) {
+				query.andWhere(':on <@ webhook.on', { on: params.on });
+			}
+		}
+
+		return query.getMany();
+	}
+
 	@bindThis
 	private async onMessage(_: string, data: string): Promise<void> {
 		const obj = JSON.parse(data);
diff --git a/packages/backend/src/core/WebhookTestService.ts b/packages/backend/src/core/WebhookTestService.ts
new file mode 100644
index 0000000000..0b4e107d21
--- /dev/null
+++ b/packages/backend/src/core/WebhookTestService.ts
@@ -0,0 +1,434 @@
+/*
+ * SPDX-FileCopyrightText: syuilo and misskey-project
+ * SPDX-License-Identifier: AGPL-3.0-only
+ */
+
+import { Injectable } from '@nestjs/common';
+import { MiAbuseUserReport, MiNote, MiUser, MiWebhook } from '@/models/_.js';
+import { bindThis } from '@/decorators.js';
+import { MiSystemWebhook, type SystemWebhookEventType } from '@/models/SystemWebhook.js';
+import { SystemWebhookService } from '@/core/SystemWebhookService.js';
+import { Packed } from '@/misc/json-schema.js';
+import { type WebhookEventTypes } from '@/models/Webhook.js';
+import { UserWebhookService } from '@/core/UserWebhookService.js';
+import { QueueService } from '@/core/QueueService.js';
+
+const oneDayMillis = 24 * 60 * 60 * 1000;
+
+function generateAbuseReport(override?: Partial<MiAbuseUserReport>): MiAbuseUserReport {
+	return {
+		id: 'dummy-abuse-report1',
+		targetUserId: 'dummy-target-user',
+		targetUser: null,
+		reporterId: 'dummy-reporter-user',
+		reporter: null,
+		assigneeId: null,
+		assignee: null,
+		resolved: false,
+		forwarded: false,
+		comment: 'This is a dummy report for testing purposes.',
+		targetUserHost: null,
+		reporterHost: null,
+		...override,
+	};
+}
+
+function generateDummyUser(override?: Partial<MiUser>): MiUser {
+	return {
+		id: 'dummy-user-1',
+		updatedAt: new Date(Date.now() - oneDayMillis * 7),
+		lastFetchedAt: new Date(Date.now() - oneDayMillis * 5),
+		lastActiveDate: new Date(Date.now() - oneDayMillis * 3),
+		hideOnlineStatus: false,
+		username: 'dummy1',
+		usernameLower: 'dummy1',
+		name: 'DummyUser1',
+		followersCount: 10,
+		followingCount: 5,
+		movedToUri: null,
+		movedAt: null,
+		alsoKnownAs: null,
+		notesCount: 30,
+		avatarId: null,
+		avatar: null,
+		bannerId: null,
+		banner: null,
+		avatarUrl: null,
+		bannerUrl: null,
+		avatarBlurhash: null,
+		bannerBlurhash: null,
+		avatarDecorations: [],
+		tags: [],
+		isSuspended: false,
+		isLocked: false,
+		isBot: false,
+		isCat: true,
+		isRoot: false,
+		isExplorable: true,
+		isHibernated: false,
+		isDeleted: false,
+		emojis: [],
+		host: null,
+		inbox: null,
+		sharedInbox: null,
+		featured: null,
+		uri: null,
+		followersUri: null,
+		token: null,
+		...override,
+	};
+}
+
+function generateDummyNote(override?: Partial<MiNote>): MiNote {
+	return {
+		id: 'dummy-note-1',
+		replyId: null,
+		reply: null,
+		renoteId: null,
+		renote: null,
+		threadId: null,
+		text: 'This is a dummy note for testing purposes.',
+		name: null,
+		cw: null,
+		userId: 'dummy-user-1',
+		user: null,
+		localOnly: true,
+		reactionAcceptance: 'likeOnly',
+		renoteCount: 10,
+		repliesCount: 5,
+		clippedCount: 0,
+		reactions: {},
+		visibility: 'public',
+		uri: null,
+		url: null,
+		fileIds: [],
+		attachedFileTypes: [],
+		visibleUserIds: [],
+		mentions: [],
+		mentionedRemoteUsers: '[]',
+		reactionAndUserPairCache: [],
+		emojis: [],
+		tags: [],
+		hasPoll: false,
+		channelId: null,
+		channel: null,
+		userHost: null,
+		replyUserId: null,
+		replyUserHost: null,
+		renoteUserId: null,
+		renoteUserHost: null,
+		...override,
+	};
+}
+
+function toPackedNote(note: MiNote, detail = true, override?: Packed<'Note'>): Packed<'Note'> {
+	return {
+		id: note.id,
+		createdAt: new Date().toISOString(),
+		deletedAt: null,
+		text: note.text,
+		cw: note.cw,
+		userId: note.userId,
+		user: toPackedUserLite(note.user ?? generateDummyUser()),
+		replyId: note.replyId,
+		renoteId: note.renoteId,
+		isHidden: false,
+		visibility: note.visibility,
+		mentions: note.mentions,
+		visibleUserIds: note.visibleUserIds,
+		fileIds: note.fileIds,
+		files: [],
+		tags: note.tags,
+		poll: null,
+		emojis: note.emojis,
+		channelId: note.channelId,
+		channel: note.channel,
+		localOnly: note.localOnly,
+		reactionAcceptance: note.reactionAcceptance,
+		reactionEmojis: {},
+		reactions: {},
+		reactionCount: 0,
+		renoteCount: note.renoteCount,
+		repliesCount: note.repliesCount,
+		uri: note.uri ?? undefined,
+		url: note.url ?? undefined,
+		reactionAndUserPairCache: note.reactionAndUserPairCache,
+		...(detail ? {
+			clippedCount: note.clippedCount,
+			reply: note.reply ? toPackedNote(note.reply, false) : null,
+			renote: note.renote ? toPackedNote(note.renote, true) : null,
+			myReaction: null,
+		} : {}),
+		...override,
+	};
+}
+
+function toPackedUserLite(user: MiUser, override?: Packed<'UserLite'>): Packed<'UserLite'> {
+	return {
+		id: user.id,
+		name: user.name,
+		username: user.username,
+		host: user.host,
+		avatarUrl: user.avatarUrl,
+		avatarBlurhash: user.avatarBlurhash,
+		avatarDecorations: user.avatarDecorations.map(it => ({
+			id: it.id,
+			angle: it.angle,
+			flipH: it.flipH,
+			url: 'https://example.com/dummy-image001.png',
+			offsetX: it.offsetX,
+			offsetY: it.offsetY,
+		})),
+		isBot: user.isBot,
+		isCat: user.isCat,
+		emojis: user.emojis,
+		onlineStatus: 'active',
+		badgeRoles: [],
+		...override,
+	};
+}
+
+function toPackedUserDetailedNotMe(user: MiUser, override?: Packed<'UserDetailedNotMe'>): Packed<'UserDetailedNotMe'> {
+	return {
+		...toPackedUserLite(user),
+		url: null,
+		uri: null,
+		movedTo: null,
+		alsoKnownAs: [],
+		createdAt: new Date().toISOString(),
+		updatedAt: user.updatedAt?.toISOString() ?? null,
+		lastFetchedAt: user.lastFetchedAt?.toISOString() ?? null,
+		bannerUrl: user.bannerUrl,
+		bannerBlurhash: user.bannerBlurhash,
+		isLocked: user.isLocked,
+		isSilenced: false,
+		isSuspended: user.isSuspended,
+		description: null,
+		location: null,
+		birthday: null,
+		lang: null,
+		fields: [],
+		verifiedLinks: [],
+		followersCount: user.followersCount,
+		followingCount: user.followingCount,
+		notesCount: user.notesCount,
+		pinnedNoteIds: [],
+		pinnedNotes: [],
+		pinnedPageId: null,
+		pinnedPage: null,
+		publicReactions: true,
+		followersVisibility: 'public',
+		followingVisibility: 'public',
+		twoFactorEnabled: false,
+		usePasswordLessLogin: false,
+		securityKeys: false,
+		roles: [],
+		memo: null,
+		moderationNote: undefined,
+		isFollowing: false,
+		isFollowed: false,
+		hasPendingFollowRequestFromYou: false,
+		hasPendingFollowRequestToYou: false,
+		isBlocking: false,
+		isBlocked: false,
+		isMuted: false,
+		isRenoteMuted: false,
+		notify: 'none',
+		withReplies: true,
+		...override,
+	};
+}
+
+const dummyUser1 = generateDummyUser();
+const dummyUser2 = generateDummyUser({
+	id: 'dummy-user-2',
+	updatedAt: new Date(Date.now() - oneDayMillis * 30),
+	lastFetchedAt: new Date(Date.now() - oneDayMillis),
+	lastActiveDate: new Date(Date.now() - oneDayMillis),
+	username: 'dummy2',
+	usernameLower: 'dummy2',
+	name: 'DummyUser2',
+	followersCount: 40,
+	followingCount: 50,
+	notesCount: 900,
+});
+const dummyUser3 = generateDummyUser({
+	id: 'dummy-user-3',
+	updatedAt: new Date(Date.now() - oneDayMillis * 15),
+	lastFetchedAt: new Date(Date.now() - oneDayMillis * 2),
+	lastActiveDate: new Date(Date.now() - oneDayMillis * 2),
+	username: 'dummy3',
+	usernameLower: 'dummy3',
+	name: 'DummyUser3',
+	followersCount: 60,
+	followingCount: 70,
+	notesCount: 15900,
+});
+
+@Injectable()
+export class WebhookTestService {
+	public static NoSuchWebhookError = class extends Error {};
+
+	constructor(
+		private userWebhookService: UserWebhookService,
+		private systemWebhookService: SystemWebhookService,
+		private queueService: QueueService,
+	) {
+	}
+
+	/**
+	 * UserWebhookのテスト送信を行う.
+	 * 送信されるペイロードはいずれもダミーの値で、実際にはデータベース上に存在しない.
+	 *
+	 * また、この関数経由で送信されるWebhookは以下の設定を無視する.
+	 * - Webhookそのものの有効・無効設定（active）
+	 * - 送信対象イベント（on）に関する設定
+	 */
+	@bindThis
+	public async testUserWebhook(
+		params: {
+			webhookId: MiWebhook['id'],
+			type: WebhookEventTypes,
+			override?: Partial<Omit<MiWebhook, 'id'>>,
+		},
+		sender: MiUser | null,
+	) {
+		const webhooks = await this.userWebhookService.fetchWebhooks({ ids: [params.webhookId] })
+			.then(it => it.filter(it => it.userId === sender?.id));
+		if (webhooks.length === 0) {
+			throw new WebhookTestService.NoSuchWebhookError();
+		}
+
+		const webhook = webhooks[0];
+		const send = (contents: unknown) => {
+			const merged = {
+				...webhook,
+				...params.override,
+			};
+
+			// テスト目的なのでUserWebhookServiceの機能を経由せず直接キューに追加する（チェック処理などをスキップする意図）.
+			// また、Jobの試行回数も1回だけ.
+			this.queueService.userWebhookDeliver(merged, params.type, contents, { attempts: 1 });
+		};
+
+		const dummyNote1 = generateDummyNote({
+			userId: dummyUser1.id,
+			user: dummyUser1,
+		});
+		const dummyReply1 = generateDummyNote({
+			id: 'dummy-reply-1',
+			replyId: dummyNote1.id,
+			reply: dummyNote1,
+			userId: dummyUser1.id,
+			user: dummyUser1,
+		});
+		const dummyRenote1 = generateDummyNote({
+			id: 'dummy-renote-1',
+			renoteId: dummyNote1.id,
+			renote: dummyNote1,
+			userId: dummyUser2.id,
+			user: dummyUser2,
+			text: null,
+		});
+		const dummyMention1 = generateDummyNote({
+			id: 'dummy-mention-1',
+			userId: dummyUser1.id,
+			user: dummyUser1,
+			text: `@${dummyUser2.username} This is a mention to you.`,
+			mentions: [dummyUser2.id],
+		});
+
+		switch (params.type) {
+			case 'note': {
+				send(toPackedNote(dummyNote1));
+				break;
+			}
+			case 'reply': {
+				send(toPackedNote(dummyReply1));
+				break;
+			}
+			case 'renote': {
+				send(toPackedNote(dummyRenote1));
+				break;
+			}
+			case 'mention': {
+				send(toPackedNote(dummyMention1));
+				break;
+			}
+			case 'follow': {
+				send(toPackedUserDetailedNotMe(dummyUser1));
+				break;
+			}
+			case 'followed': {
+				send(toPackedUserLite(dummyUser2));
+				break;
+			}
+			case 'unfollow': {
+				send(toPackedUserDetailedNotMe(dummyUser3));
+				break;
+			}
+		}
+	}
+
+	/**
+	 * SystemWebhookのテスト送信を行う.
+	 * 送信されるペイロードはいずれもダミーの値で、実際にはデータベース上に存在しない.
+	 *
+	 * また、この関数経由で送信されるWebhookは以下の設定を無視する.
+	 * - Webhookそのものの有効・無効設定（isActive）
+	 * - 送信対象イベント（on）に関する設定
+	 */
+	@bindThis
+	public async testSystemWebhook(
+		params: {
+			webhookId: MiSystemWebhook['id'],
+			type: SystemWebhookEventType,
+			override?: Partial<Omit<MiSystemWebhook, 'id'>>,
+		},
+	) {
+		const webhooks = await this.systemWebhookService.fetchSystemWebhooks({ ids: [params.webhookId] });
+		if (webhooks.length === 0) {
+			throw new WebhookTestService.NoSuchWebhookError();
+		}
+
+		const webhook = webhooks[0];
+		const send = (contents: unknown) => {
+			const merged = {
+				...webhook,
+				...params.override,
+			};
+
+			// テスト目的なのでSystemWebhookServiceの機能を経由せず直接キューに追加する（チェック処理などをスキップする意図）.
+			// また、Jobの試行回数も1回だけ.
+			this.queueService.systemWebhookDeliver(merged, params.type, contents, { attempts: 1 });
+		};
+
+		switch (params.type) {
+			case 'abuseReport': {
+				send(generateAbuseReport({
+					targetUserId: dummyUser1.id,
+					targetUser: dummyUser1,
+					reporterId: dummyUser2.id,
+					reporter: dummyUser2,
+				}));
+				break;
+			}
+			case 'abuseReportResolved': {
+				send(generateAbuseReport({
+					targetUserId: dummyUser1.id,
+					targetUser: dummyUser1,
+					reporterId: dummyUser2.id,
+					reporter: dummyUser2,
+					assigneeId: dummyUser3.id,
+					assignee: dummyUser3,
+					resolved: true,
+				}));
+				break;
+			}
+			case 'userCreated': {
+				send(toPackedUserLite(dummyUser1));
+				break;
+			}
+		}
+	}
+}
diff --git a/packages/backend/src/models/Webhook.ts b/packages/backend/src/models/Webhook.ts
index db24c03b3d..b4cab4edc8 100644
--- a/packages/backend/src/models/Webhook.ts
+++ b/packages/backend/src/models/Webhook.ts
@@ -8,6 +8,7 @@ import { id } from './util/id.js';
 import { MiUser } from './User.js';
 
 export const webhookEventTypes = ['mention', 'unfollow', 'follow', 'followed', 'note', 'reply', 'renote', 'reaction'] as const;
+export type WebhookEventTypes = typeof webhookEventTypes[number];
 
 @Entity('webhook')
 export class MiWebhook {
diff --git a/packages/backend/src/server/api/EndpointsModule.ts b/packages/backend/src/server/api/EndpointsModule.ts
index 41576bedaa..08a0468ab2 100644
--- a/packages/backend/src/server/api/EndpointsModule.ts
+++ b/packages/backend/src/server/api/EndpointsModule.ts
@@ -92,6 +92,7 @@ import * as ep___admin_systemWebhook_delete from './endpoints/admin/system-webho
 import * as ep___admin_systemWebhook_list from './endpoints/admin/system-webhook/list.js';
 import * as ep___admin_systemWebhook_show from './endpoints/admin/system-webhook/show.js';
 import * as ep___admin_systemWebhook_update from './endpoints/admin/system-webhook/update.js';
+import * as ep___admin_systemWebhook_test from './endpoints/admin/system-webhook/test.js';
 import * as ep___announcements from './endpoints/announcements.js';
 import * as ep___announcements_show from './endpoints/announcements/show.js';
 import * as ep___antennas_create from './endpoints/antennas/create.js';
@@ -258,6 +259,7 @@ import * as ep___i_webhooks_show from './endpoints/i/webhooks/show.js';
 import * as ep___i_webhooks_list from './endpoints/i/webhooks/list.js';
 import * as ep___i_webhooks_update from './endpoints/i/webhooks/update.js';
 import * as ep___i_webhooks_delete from './endpoints/i/webhooks/delete.js';
+import * as ep___i_webhooks_test from './endpoints/i/webhooks/test.js';
 import * as ep___invite_create from './endpoints/invite/create.js';
 import * as ep___invite_delete from './endpoints/invite/delete.js';
 import * as ep___invite_list from './endpoints/invite/list.js';
@@ -475,6 +477,7 @@ const $admin_systemWebhook_delete: Provider = { provide: 'ep:admin/system-webhoo
 const $admin_systemWebhook_list: Provider = { provide: 'ep:admin/system-webhook/list', useClass: ep___admin_systemWebhook_list.default };
 const $admin_systemWebhook_show: Provider = { provide: 'ep:admin/system-webhook/show', useClass: ep___admin_systemWebhook_show.default };
 const $admin_systemWebhook_update: Provider = { provide: 'ep:admin/system-webhook/update', useClass: ep___admin_systemWebhook_update.default };
+const $admin_systemWebhook_test: Provider = { provide: 'ep:admin/system-webhook/test', useClass: ep___admin_systemWebhook_test.default };
 const $announcements: Provider = { provide: 'ep:announcements', useClass: ep___announcements.default };
 const $announcements_show: Provider = { provide: 'ep:announcements/show', useClass: ep___announcements_show.default };
 const $antennas_create: Provider = { provide: 'ep:antennas/create', useClass: ep___antennas_create.default };
@@ -641,6 +644,7 @@ const $i_webhooks_list: Provider = { provide: 'ep:i/webhooks/list', useClass: ep
 const $i_webhooks_show: Provider = { provide: 'ep:i/webhooks/show', useClass: ep___i_webhooks_show.default };
 const $i_webhooks_update: Provider = { provide: 'ep:i/webhooks/update', useClass: ep___i_webhooks_update.default };
 const $i_webhooks_delete: Provider = { provide: 'ep:i/webhooks/delete', useClass: ep___i_webhooks_delete.default };
+const $i_webhooks_test: Provider = { provide: 'ep:i/webhooks/test', useClass: ep___i_webhooks_test.default };
 const $invite_create: Provider = { provide: 'ep:invite/create', useClass: ep___invite_create.default };
 const $invite_delete: Provider = { provide: 'ep:invite/delete', useClass: ep___invite_delete.default };
 const $invite_list: Provider = { provide: 'ep:invite/list', useClass: ep___invite_list.default };
@@ -862,6 +866,7 @@ const $reversi_verify: Provider = { provide: 'ep:reversi/verify', useClass: ep__
 		$admin_systemWebhook_list,
 		$admin_systemWebhook_show,
 		$admin_systemWebhook_update,
+		$admin_systemWebhook_test,
 		$announcements,
 		$announcements_show,
 		$antennas_create,
@@ -1028,6 +1033,7 @@ const $reversi_verify: Provider = { provide: 'ep:reversi/verify', useClass: ep__
 		$i_webhooks_show,
 		$i_webhooks_update,
 		$i_webhooks_delete,
+		$i_webhooks_test,
 		$invite_create,
 		$invite_delete,
 		$invite_list,
@@ -1243,6 +1249,7 @@ const $reversi_verify: Provider = { provide: 'ep:reversi/verify', useClass: ep__
 		$admin_systemWebhook_list,
 		$admin_systemWebhook_show,
 		$admin_systemWebhook_update,
+		$admin_systemWebhook_test,
 		$announcements,
 		$announcements_show,
 		$antennas_create,
@@ -1409,6 +1416,7 @@ const $reversi_verify: Provider = { provide: 'ep:reversi/verify', useClass: ep__
 		$i_webhooks_show,
 		$i_webhooks_update,
 		$i_webhooks_delete,
+		$i_webhooks_test,
 		$invite_create,
 		$invite_delete,
 		$invite_list,
diff --git a/packages/backend/src/server/api/endpoints.ts b/packages/backend/src/server/api/endpoints.ts
index 3dfb7fdad4..2462781f7b 100644
--- a/packages/backend/src/server/api/endpoints.ts
+++ b/packages/backend/src/server/api/endpoints.ts
@@ -98,6 +98,7 @@ import * as ep___admin_systemWebhook_delete from './endpoints/admin/system-webho
 import * as ep___admin_systemWebhook_list from './endpoints/admin/system-webhook/list.js';
 import * as ep___admin_systemWebhook_show from './endpoints/admin/system-webhook/show.js';
 import * as ep___admin_systemWebhook_update from './endpoints/admin/system-webhook/update.js';
+import * as ep___admin_systemWebhook_test from './endpoints/admin/system-webhook/test.js';
 import * as ep___announcements from './endpoints/announcements.js';
 import * as ep___announcements_show from './endpoints/announcements/show.js';
 import * as ep___antennas_create from './endpoints/antennas/create.js';
@@ -264,6 +265,7 @@ import * as ep___i_webhooks_show from './endpoints/i/webhooks/show.js';
 import * as ep___i_webhooks_list from './endpoints/i/webhooks/list.js';
 import * as ep___i_webhooks_update from './endpoints/i/webhooks/update.js';
 import * as ep___i_webhooks_delete from './endpoints/i/webhooks/delete.js';
+import * as ep___i_webhooks_test from './endpoints/i/webhooks/test.js';
 import * as ep___invite_create from './endpoints/invite/create.js';
 import * as ep___invite_delete from './endpoints/invite/delete.js';
 import * as ep___invite_list from './endpoints/invite/list.js';
@@ -479,6 +481,7 @@ const eps = [
 	['admin/system-webhook/list', ep___admin_systemWebhook_list],
 	['admin/system-webhook/show', ep___admin_systemWebhook_show],
 	['admin/system-webhook/update', ep___admin_systemWebhook_update],
+	['admin/system-webhook/test', ep___admin_systemWebhook_test],
 	['announcements', ep___announcements],
 	['announcements/show', ep___announcements_show],
 	['antennas/create', ep___antennas_create],
@@ -645,6 +648,7 @@ const eps = [
 	['i/webhooks/show', ep___i_webhooks_show],
 	['i/webhooks/update', ep___i_webhooks_update],
 	['i/webhooks/delete', ep___i_webhooks_delete],
+	['i/webhooks/test', ep___i_webhooks_test],
 	['invite/create', ep___invite_create],
 	['invite/delete', ep___invite_delete],
 	['invite/list', ep___invite_list],
diff --git a/packages/backend/src/server/api/endpoints/admin/system-webhook/test.ts b/packages/backend/src/server/api/endpoints/admin/system-webhook/test.ts
new file mode 100644
index 0000000000..fb2ddf4b44
--- /dev/null
+++ b/packages/backend/src/server/api/endpoints/admin/system-webhook/test.ts
@@ -0,0 +1,77 @@
+/*
+ * SPDX-FileCopyrightText: syuilo and misskey-project
+ * SPDX-License-Identifier: AGPL-3.0-only
+ */
+
+import { Injectable } from '@nestjs/common';
+import ms from 'ms';
+import { Endpoint } from '@/server/api/endpoint-base.js';
+import { WebhookTestService } from '@/core/WebhookTestService.js';
+import { ApiError } from '@/server/api/error.js';
+import { systemWebhookEventTypes } from '@/models/SystemWebhook.js';
+
+export const meta = {
+	tags: ['webhooks'],
+
+	requireCredential: true,
+	requireModerator: true,
+	secure: true,
+	kind: 'read:admin:system-webhook',
+
+	limit: {
+		duration: ms('15min'),
+		max: 60,
+	},
+
+	errors: {
+		noSuchWebhook: {
+			message: 'No such webhook.',
+			code: 'NO_SUCH_WEBHOOK',
+			id: '0c52149c-e913-18f8-5dc7-74870bfe0cf9',
+		},
+	},
+} as const;
+
+export const paramDef = {
+	type: 'object',
+	properties: {
+		webhookId: {
+			type: 'string',
+			format: 'misskey:id',
+		},
+		type: {
+			type: 'string',
+			enum: systemWebhookEventTypes,
+		},
+		override: {
+			type: 'object',
+			properties: {
+				url: { type: 'string', nullable: false },
+				secret: { type: 'string', nullable: false },
+			},
+		},
+	},
+	required: ['webhookId', 'type'],
+} as const;
+
+@Injectable()
+export default class extends Endpoint<typeof meta, typeof paramDef> { // eslint-disable-line import/no-default-export
+	constructor(
+		private webhookTestService: WebhookTestService,
+	) {
+		super(meta, paramDef, async (ps) => {
+			try {
+				await this.webhookTestService.testSystemWebhook({
+					webhookId: ps.webhookId,
+					type: ps.type,
+					override: ps.override,
+				});
+			} catch (e) {
+				if (e instanceof WebhookTestService.NoSuchWebhookError) {
+					throw new ApiError(meta.errors.noSuchWebhook);
+				}
+				throw e;
+			}
+		});
+	}
+}
diff --git a/packages/backend/src/server/api/endpoints/i/webhooks/create.ts b/packages/backend/src/server/api/endpoints/i/webhooks/create.ts
index 9eb7f5b3a0..6e84603f7a 100644
--- a/packages/backend/src/server/api/endpoints/i/webhooks/create.ts
+++ b/packages/backend/src/server/api/endpoints/i/webhooks/create.ts
@@ -13,6 +13,7 @@ import { DI } from '@/di-symbols.js';
 import { RoleService } from '@/core/RoleService.js';
 import { ApiError } from '@/server/api/error.js';
 
+// TODO: UserWebhook schemaの適用
 export const meta = {
 	tags: ['webhooks'],
 
diff --git a/packages/backend/src/server/api/endpoints/i/webhooks/list.ts b/packages/backend/src/server/api/endpoints/i/webhooks/list.ts
index fe07afb2d0..394c178f2a 100644
--- a/packages/backend/src/server/api/endpoints/i/webhooks/list.ts
+++ b/packages/backend/src/server/api/endpoints/i/webhooks/list.ts
@@ -9,6 +9,7 @@ import { webhookEventTypes } from '@/models/Webhook.js';
 import type { WebhooksRepository } from '@/models/_.js';
 import { DI } from '@/di-symbols.js';
 
+// TODO: UserWebhook schemaの適用
 export const meta = {
 	tags: ['webhooks', 'account'],
 
diff --git a/packages/backend/src/server/api/endpoints/i/webhooks/show.ts b/packages/backend/src/server/api/endpoints/i/webhooks/show.ts
index 5ddb79caf2..4a0c09ff0c 100644
--- a/packages/backend/src/server/api/endpoints/i/webhooks/show.ts
+++ b/packages/backend/src/server/api/endpoints/i/webhooks/show.ts
@@ -10,6 +10,7 @@ import type { WebhooksRepository } from '@/models/_.js';
 import { DI } from '@/di-symbols.js';
 import { ApiError } from '../../../error.js';
 
+// TODO: UserWebhook schemaの適用
 export const meta = {
 	tags: ['webhooks'],
 
diff --git a/packages/backend/src/server/api/endpoints/i/webhooks/test.ts b/packages/backend/src/server/api/endpoints/i/webhooks/test.ts
new file mode 100644
index 0000000000..2bf6df9ce2
--- /dev/null
+++ b/packages/backend/src/server/api/endpoints/i/webhooks/test.ts
@@ -0,0 +1,76 @@
+/*
+ * SPDX-FileCopyrightText: syuilo and misskey-project
+ * SPDX-License-Identifier: AGPL-3.0-only
+ */
+
+import { Injectable } from '@nestjs/common';
+import ms from 'ms';
+import { Endpoint } from '@/server/api/endpoint-base.js';
+import { webhookEventTypes } from '@/models/Webhook.js';
+import { WebhookTestService } from '@/core/WebhookTestService.js';
+import { ApiError } from '@/server/api/error.js';
+
+export const meta = {
+	tags: ['webhooks'],
+
+	requireCredential: true,
+	secure: true,
+	kind: 'read:account',
+
+	limit: {
+		duration: ms('15min'),
+		max: 60,
+	},
+
+	errors: {
+		noSuchWebhook: {
+			message: 'No such webhook.',
+			code: 'NO_SUCH_WEBHOOK',
+			id: '0c52149c-e913-18f8-5dc7-74870bfe0cf9',
+		},
+	},
+} as const;
+
+export const paramDef = {
+	type: 'object',
+	properties: {
+		webhookId: {
+			type: 'string',
+			format: 'misskey:id',
+		},
+		type: {
+			type: 'string',
+			enum: webhookEventTypes,
+		},
+		override: {
+			type: 'object',
+			properties: {
+				url: { type: 'string' },
+				secret: { type: 'string' },
+			},
+		},
+	},
+	required: ['webhookId', 'type'],
+} as const;
+
+@Injectable()
+export default class extends Endpoint<typeof meta, typeof paramDef> { // eslint-disable-line import/no-default-export
+	constructor(
+		private webhookTestService: WebhookTestService,
+	) {
+		super(meta, paramDef, async (ps, me) => {
+			try {
+				await this.webhookTestService.testUserWebhook({
+					webhookId: ps.webhookId,
+					type: ps.type,
+					override: ps.override,
+				}, me);
+			} catch (e) {
+				if (e instanceof WebhookTestService.NoSuchWebhookError) {
+					throw new ApiError(meta.errors.noSuchWebhook);
+				}
+				throw e;
+			}
+		});
+	}
+}
diff --git a/packages/backend/test/unit/SystemWebhookService.ts b/packages/backend/test/unit/SystemWebhookService.ts
index 790cd1490e..5401dd74d8 100644
--- a/packages/backend/test/unit/SystemWebhookService.ts
+++ b/packages/backend/test/unit/SystemWebhookService.ts
@@ -1,3 +1,4 @@
+/* eslint-disable @typescript-eslint/no-explicit-any */
 /*
  * SPDX-FileCopyrightText: syuilo and misskey-project
  * SPDX-License-Identifier: AGPL-3.0-only
@@ -6,6 +7,7 @@
 import { setTimeout } from 'node:timers/promises';
 import { afterEach, beforeEach, describe, expect, jest } from '@jest/globals';
 import { Test, TestingModule } from '@nestjs/testing';
+import { randomString } from '../utils.js';
 import { MiUser } from '@/models/User.js';
 import { MiSystemWebhook, SystemWebhookEventType } from '@/models/SystemWebhook.js';
 import { SystemWebhooksRepository, UsersRepository } from '@/models/_.js';
@@ -17,7 +19,6 @@ import { DI } from '@/di-symbols.js';
 import { QueueService } from '@/core/QueueService.js';
 import { LoggerService } from '@/core/LoggerService.js';
 import { SystemWebhookService } from '@/core/SystemWebhookService.js';
-import { randomString } from '../utils.js';
 
 describe('SystemWebhookService', () => {
 	let app: TestingModule;
@@ -313,7 +314,7 @@ describe('SystemWebhookService', () => {
 					isActive: true,
 					on: ['abuseReport'],
 				});
-				await service.enqueueSystemWebhook(webhook.id, 'abuseReport', { foo: 'bar' });
+				await service.enqueueSystemWebhook(webhook.id, 'abuseReport', { foo: 'bar' } as any);
 
 				expect(queueService.systemWebhookDeliver).toHaveBeenCalled();
 			});
@@ -323,7 +324,7 @@ describe('SystemWebhookService', () => {
 					isActive: false,
 					on: ['abuseReport'],
 				});
-				await service.enqueueSystemWebhook(webhook.id, 'abuseReport', { foo: 'bar' });
+				await service.enqueueSystemWebhook(webhook.id, 'abuseReport', { foo: 'bar' } as any);
 
 				expect(queueService.systemWebhookDeliver).not.toHaveBeenCalled();
 			});
@@ -337,8 +338,8 @@ describe('SystemWebhookService', () => {
 					isActive: true,
 					on: ['abuseReportResolved'],
 				});
-				await service.enqueueSystemWebhook(webhook1.id, 'abuseReport', { foo: 'bar' });
-				await service.enqueueSystemWebhook(webhook2.id, 'abuseReport', { foo: 'bar' });
+				await service.enqueueSystemWebhook(webhook1.id, 'abuseReport', { foo: 'bar' } as any);
+				await service.enqueueSystemWebhook(webhook2.id, 'abuseReport', { foo: 'bar' } as any);
 
 				expect(queueService.systemWebhookDeliver).not.toHaveBeenCalled();
 			});
diff --git a/packages/backend/test/unit/UserWebhookService.ts b/packages/backend/test/unit/UserWebhookService.ts
new file mode 100644
index 0000000000..0e88835a02
--- /dev/null
+++ b/packages/backend/test/unit/UserWebhookService.ts
@@ -0,0 +1,245 @@
+
+/*
+ * SPDX-FileCopyrightText: syuilo and misskey-project
+ * SPDX-License-Identifier: AGPL-3.0-only
+ */
+
+import { afterEach, beforeEach, describe, expect, jest } from '@jest/globals';
+import { Test, TestingModule } from '@nestjs/testing';
+import { randomString } from '../utils.js';
+import { MiUser } from '@/models/User.js';
+import { MiWebhook, UsersRepository, WebhooksRepository } from '@/models/_.js';
+import { IdService } from '@/core/IdService.js';
+import { GlobalModule } from '@/GlobalModule.js';
+import { GlobalEventService } from '@/core/GlobalEventService.js';
+import { DI } from '@/di-symbols.js';
+import { QueueService } from '@/core/QueueService.js';
+import { LoggerService } from '@/core/LoggerService.js';
+import { UserWebhookService } from '@/core/UserWebhookService.js';
+
+describe('UserWebhookService', () => {
+	let app: TestingModule;
+	let service: UserWebhookService;
+
+	// --------------------------------------------------------------------------------------
+
+	let usersRepository: UsersRepository;
+	let userWebhooksRepository: WebhooksRepository;
+	let idService: IdService;
+	let queueService: jest.Mocked<QueueService>;
+
+	// --------------------------------------------------------------------------------------
+
+	let root: MiUser;
+
+	// --------------------------------------------------------------------------------------
+
+	async function createUser(data: Partial<MiUser> = {}) {
+		return await usersRepository
+			.insert({
+				id: idService.gen(),
+				...data,
+			})
+			.then(x => usersRepository.findOneByOrFail(x.identifiers[0]));
+	}
+
+	async function createWebhook(data: Partial<MiWebhook> = {}) {
+		return userWebhooksRepository
+			.insert({
+				id: idService.gen(),
+				name: randomString(),
+				on: ['mention'],
+				url: 'https://example.com',
+				secret: randomString(),
+				userId: root.id,
+				...data,
+			})
+			.then(x => userWebhooksRepository.findOneByOrFail(x.identifiers[0]));
+	}
+
+	// --------------------------------------------------------------------------------------
+
+	async function beforeAllImpl() {
+		app = await Test
+			.createTestingModule({
+				imports: [
+					GlobalModule,
+				],
+				providers: [
+					UserWebhookService,
+					IdService,
+					LoggerService,
+					GlobalEventService,
+					{
+						provide: QueueService, useFactory: () => ({ systemWebhookDeliver: jest.fn() }),
+					},
+				],
+			})
+			.compile();
+
+		usersRepository = app.get(DI.usersRepository);
+		userWebhooksRepository = app.get(DI.webhooksRepository);
+
+		service = app.get(UserWebhookService);
+		idService = app.get(IdService);
+		queueService = app.get(QueueService) as jest.Mocked<QueueService>;
+
+		app.enableShutdownHooks();
+	}
+
+	async function afterAllImpl() {
+		await app.close();
+	}
+
+	async function beforeEachImpl() {
+		root = await createUser({ isRoot: true, username: 'root', usernameLower: 'root' });
+	}
+
+	async function afterEachImpl() {
+		await usersRepository.delete({});
+		await userWebhooksRepository.delete({});
+	}
+
+	// --------------------------------------------------------------------------------------
+
+	describe('アプリを毎回作り直す必要のないグループ', () => {
+		beforeAll(beforeAllImpl);
+		afterAll(afterAllImpl);
+		beforeEach(beforeEachImpl);
+		afterEach(afterEachImpl);
+
+		describe('fetchSystemWebhooks', () => {
+			test('フィルタなし', async () => {
+				const webhook1 = await createWebhook({
+					active: true,
+					on: ['mention'],
+				});
+				const webhook2 = await createWebhook({
+					active: false,
+					on: ['mention'],
+				});
+				const webhook3 = await createWebhook({
+					active: true,
+					on: ['reply'],
+				});
+				const webhook4 = await createWebhook({
+					active: false,
+					on: [],
+				});
+
+				const fetchedWebhooks = await service.fetchWebhooks();
+				expect(fetchedWebhooks).toEqual([webhook1, webhook2, webhook3, webhook4]);
+			});
+
+			test('activeのみ', async () => {
+				const webhook1 = await createWebhook({
+					active: true,
+					on: ['mention'],
+				});
+				const webhook2 = await createWebhook({
+					active: false,
+					on: ['mention'],
+				});
+				const webhook3 = await createWebhook({
+					active: true,
+					on: ['reply'],
+				});
+				const webhook4 = await createWebhook({
+					active: false,
+					on: [],
+				});
+
+				const fetchedWebhooks = await service.fetchWebhooks({ isActive: true });
+				expect(fetchedWebhooks).toEqual([webhook1, webhook3]);
+			});
+
+			test('特定のイベントのみ', async () => {
+				const webhook1 = await createWebhook({
+					active: true,
+					on: ['mention'],
+				});
+				const webhook2 = await createWebhook({
+					active: false,
+					on: ['mention'],
+				});
+				const webhook3 = await createWebhook({
+					active: true,
+					on: ['reply'],
+				});
+				const webhook4 = await createWebhook({
+					active: false,
+					on: [],
+				});
+
+				const fetchedWebhooks = await service.fetchWebhooks({ on: ['mention'] });
+				expect(fetchedWebhooks).toEqual([webhook1, webhook2]);
+			});
+
+			test('activeな特定のイベントのみ', async () => {
+				const webhook1 = await createWebhook({
+					active: true,
+					on: ['mention'],
+				});
+				const webhook2 = await createWebhook({
+					active: false,
+					on: ['mention'],
+				});
+				const webhook3 = await createWebhook({
+					active: true,
+					on: ['reply'],
+				});
+				const webhook4 = await createWebhook({
+					active: false,
+					on: [],
+				});
+
+				const fetchedWebhooks = await service.fetchWebhooks({ on: ['mention'], isActive: true });
+				expect(fetchedWebhooks).toEqual([webhook1]);
+			});
+
+			test('ID指定', async () => {
+				const webhook1 = await createWebhook({
+					active: true,
+					on: ['mention'],
+				});
+				const webhook2 = await createWebhook({
+					active: false,
+					on: ['mention'],
+				});
+				const webhook3 = await createWebhook({
+					active: true,
+					on: ['reply'],
+				});
+				const webhook4 = await createWebhook({
+					active: false,
+					on: [],
+				});
+
+				const fetchedWebhooks = await service.fetchWebhooks({ ids: [webhook1.id, webhook4.id] });
+				expect(fetchedWebhooks).toEqual([webhook1, webhook4]);
+			});
+
+			test('ID指定(他条件とANDになるか見たい)', async () => {
+				const webhook1 = await createWebhook({
+					active: true,
+					on: ['mention'],
+				});
+				const webhook2 = await createWebhook({
+					active: false,
+					on: ['mention'],
+				});
+				const webhook3 = await createWebhook({
+					active: true,
+					on: ['reply'],
+				});
+				const webhook4 = await createWebhook({
+					active: false,
+					on: [],
+				});
+
+				const fetchedWebhooks = await service.fetchWebhooks({ ids: [webhook1.id, webhook4.id], isActive: false });
+				expect(fetchedWebhooks).toEqual([webhook4]);
+			});
+		});
+	});
+});
diff --git a/packages/backend/test/unit/WebhookTestService.ts b/packages/backend/test/unit/WebhookTestService.ts
new file mode 100644
index 0000000000..5e63b86f8f
--- /dev/null
+++ b/packages/backend/test/unit/WebhookTestService.ts
@@ -0,0 +1,225 @@
+/* eslint-disable @typescript-eslint/no-explicit-any */
+/*
+ * SPDX-FileCopyrightText: syuilo and misskey-project
+ * SPDX-License-Identifier: AGPL-3.0-only
+ */
+
+import { Test, TestingModule } from '@nestjs/testing';
+import { beforeAll, describe, jest } from '@jest/globals';
+import { WebhookTestService } from '@/core/WebhookTestService.js';
+import { UserWebhookService } from '@/core/UserWebhookService.js';
+import { SystemWebhookService } from '@/core/SystemWebhookService.js';
+import { GlobalModule } from '@/GlobalModule.js';
+import { MiSystemWebhook, MiUser, MiWebhook, UserProfilesRepository, UsersRepository } from '@/models/_.js';
+import { IdService } from '@/core/IdService.js';
+import { DI } from '@/di-symbols.js';
+import { QueueService } from '@/core/QueueService.js';
+
+describe('WebhookTestService', () => {
+	let app: TestingModule;
+	let service: WebhookTestService;
+
+	// --------------------------------------------------------------------------------------
+
+	let usersRepository: UsersRepository;
+	let userProfilesRepository: UserProfilesRepository;
+	let queueService: jest.Mocked<QueueService>;
+	let userWebhookService: jest.Mocked<UserWebhookService>;
+	let systemWebhookService: jest.Mocked<SystemWebhookService>;
+	let idService: IdService;
+
+	let root: MiUser;
+	let alice: MiUser;
+
+	async function createUser(data: Partial<MiUser> = {}) {
+		const user = await usersRepository
+			.insert({
+				id: idService.gen(),
+				...data,
+			})
+			.then(x => usersRepository.findOneByOrFail(x.identifiers[0]));
+
+		await userProfilesRepository.insert({
+			userId: user.id,
+		});
+
+		return user;
+	}
+
+	// --------------------------------------------------------------------------------------
+
+	beforeAll(async () => {
+		app = await Test.createTestingModule({
+			imports: [
+				GlobalModule,
+			],
+			providers: [
+				WebhookTestService,
+				IdService,
+				{
+					provide: QueueService, useFactory: () => ({
+						systemWebhookDeliver: jest.fn(),
+						userWebhookDeliver: jest.fn(),
+					}),
+				},
+				{
+					provide: UserWebhookService, useFactory: () => ({
+						fetchWebhooks: jest.fn(),
+					}),
+				},
+				{
+					provide: SystemWebhookService, useFactory: () => ({
+						fetchSystemWebhooks: jest.fn(),
+					}),
+				},
+			],
+		}).compile();
+
+		usersRepository = app.get(DI.usersRepository);
+		userProfilesRepository = app.get(DI.userProfilesRepository);
+
+		service = app.get(WebhookTestService);
+		idService = app.get(IdService);
+		queueService = app.get(QueueService) as jest.Mocked<QueueService>;
+		userWebhookService = app.get(UserWebhookService) as jest.Mocked<UserWebhookService>;
+		systemWebhookService = app.get(SystemWebhookService) as jest.Mocked<SystemWebhookService>;
+
+		app.enableShutdownHooks();
+	});
+
+	beforeEach(async () => {
+		root = await createUser({ username: 'root', usernameLower: 'root', isRoot: true });
+		alice = await createUser({ username: 'alice', usernameLower: 'alice', isRoot: false });
+
+		userWebhookService.fetchWebhooks.mockReturnValue(Promise.resolve([
+			{ id: 'dummy-webhook', active: true, userId: alice.id } as MiWebhook,
+		]));
+		systemWebhookService.fetchSystemWebhooks.mockReturnValue(Promise.resolve([
+			{ id: 'dummy-webhook', isActive: true } as MiSystemWebhook,
+		]));
+	});
+
+	afterEach(async () => {
+		queueService.systemWebhookDeliver.mockClear();
+		queueService.userWebhookDeliver.mockClear();
+		userWebhookService.fetchWebhooks.mockClear();
+		systemWebhookService.fetchSystemWebhooks.mockClear();
+
+		await usersRepository.delete({});
+		await userProfilesRepository.delete({});
+	});
+
+	afterAll(async () => {
+		await app.close();
+	});
+
+	// --------------------------------------------------------------------------------------
+
+	describe('testUserWebhook', () => {
+		test('note', async () => {
+			await service.testUserWebhook({ webhookId: 'dummy-webhook', type: 'note' }, alice);
+
+			const calls = queueService.userWebhookDeliver.mock.calls[0];
+			expect((calls[0] as any).id).toBe('dummy-webhook');
+			expect(calls[1]).toBe('note');
+			expect((calls[2] as any).id).toBe('dummy-note-1');
+		});
+
+		test('reply', async () => {
+			await service.testUserWebhook({ webhookId: 'dummy-webhook', type: 'reply' }, alice);
+
+			const calls = queueService.userWebhookDeliver.mock.calls[0];
+			expect((calls[0] as any).id).toBe('dummy-webhook');
+			expect(calls[1]).toBe('reply');
+			expect((calls[2] as any).id).toBe('dummy-reply-1');
+		});
+
+		test('renote', async () => {
+			await service.testUserWebhook({ webhookId: 'dummy-webhook', type: 'renote' }, alice);
+
+			const calls = queueService.userWebhookDeliver.mock.calls[0];
+			expect((calls[0] as any).id).toBe('dummy-webhook');
+			expect(calls[1]).toBe('renote');
+			expect((calls[2] as any).id).toBe('dummy-renote-1');
+		});
+
+		test('mention', async () => {
+			await service.testUserWebhook({ webhookId: 'dummy-webhook', type: 'mention' }, alice);
+
+			const calls = queueService.userWebhookDeliver.mock.calls[0];
+			expect((calls[0] as any).id).toBe('dummy-webhook');
+			expect(calls[1]).toBe('mention');
+			expect((calls[2] as any).id).toBe('dummy-mention-1');
+		});
+
+		test('follow', async () => {
+			await service.testUserWebhook({ webhookId: 'dummy-webhook', type: 'follow' }, alice);
+
+			const calls = queueService.userWebhookDeliver.mock.calls[0];
+			expect((calls[0] as any).id).toBe('dummy-webhook');
+			expect(calls[1]).toBe('follow');
+			expect((calls[2] as any).id).toBe('dummy-user-1');
+		});
+
+		test('followed', async () => {
+			await service.testUserWebhook({ webhookId: 'dummy-webhook', type: 'followed' }, alice);
+
+			const calls = queueService.userWebhookDeliver.mock.calls[0];
+			expect((calls[0] as any).id).toBe('dummy-webhook');
+			expect(calls[1]).toBe('followed');
+			expect((calls[2] as any).id).toBe('dummy-user-2');
+		});
+
+		test('unfollow', async () => {
+			await service.testUserWebhook({ webhookId: 'dummy-webhook', type: 'unfollow' }, alice);
+
+			const calls = queueService.userWebhookDeliver.mock.calls[0];
+			expect((calls[0] as any).id).toBe('dummy-webhook');
+			expect(calls[1]).toBe('unfollow');
+			expect((calls[2] as any).id).toBe('dummy-user-3');
+		});
+
+		describe('NoSuchWebhookError', () => {
+			test('user not match', async () => {
+				userWebhookService.fetchWebhooks.mockClear();
+				userWebhookService.fetchWebhooks.mockReturnValue(Promise.resolve([
+					{ id: 'dummy-webhook', active: true } as MiWebhook,
+				]));
+
+				await expect(service.testUserWebhook({ webhookId: 'dummy-webhook', type: 'note' }, root))
+					.rejects.toThrow(WebhookTestService.NoSuchWebhookError);
+			});
+		});
+	});
+
+	describe('testSystemWebhook', () => {
+		test('abuseReport', async () => {
+			await service.testSystemWebhook({ webhookId: 'dummy-webhook', type: 'abuseReport' });
+
+			const calls = queueService.systemWebhookDeliver.mock.calls[0];
+			expect((calls[0] as any).id).toBe('dummy-webhook');
+			expect(calls[1]).toBe('abuseReport');
+			expect((calls[2] as any).id).toBe('dummy-abuse-report1');
+			expect((calls[2] as any).resolved).toBe(false);
+		});
+
+		test('abuseReportResolved', async () => {
+			await service.testSystemWebhook({ webhookId: 'dummy-webhook', type: 'abuseReportResolved' });
+
+			const calls = queueService.systemWebhookDeliver.mock.calls[0];
+			expect((calls[0] as any).id).toBe('dummy-webhook');
+			expect(calls[1]).toBe('abuseReportResolved');
+			expect((calls[2] as any).id).toBe('dummy-abuse-report1');
+			expect((calls[2] as any).resolved).toBe(true);
+		});
+
+		test('userCreated', async () => {
+			await service.testSystemWebhook({ webhookId: 'dummy-webhook', type: 'userCreated' });
+
+			const calls = queueService.systemWebhookDeliver.mock.calls[0];
+			expect((calls[0] as any).id).toBe('dummy-webhook');
+			expect(calls[1]).toBe('userCreated');
+			expect((calls[2] as any).id).toBe('dummy-user-1');
+		});
+	});
+});
diff --git a/packages/frontend/src/components/MkSystemWebhookEditor.impl.ts b/packages/frontend/src/components/MkSystemWebhookEditor.impl.ts
index 69b8edd85a..19e4eea733 100644
--- a/packages/frontend/src/components/MkSystemWebhookEditor.impl.ts
+++ b/packages/frontend/src/components/MkSystemWebhookEditor.impl.ts
@@ -4,9 +4,10 @@
  */
 
 import { defineAsyncComponent } from 'vue';
+import * as Misskey from 'misskey-js';
 import * as os from '@/os.js';
 
-export type SystemWebhookEventType = 'abuseReport' | 'abuseReportResolved';
+export type SystemWebhookEventType = Misskey.entities.SystemWebhook['on'][number];
 
 export type MkSystemWebhookEditorProps = {
 	mode: 'create' | 'edit';
diff --git a/packages/frontend/src/components/MkSystemWebhookEditor.vue b/packages/frontend/src/components/MkSystemWebhookEditor.vue
index f5c7a3160b..ec3b1c90ca 100644
--- a/packages/frontend/src/components/MkSystemWebhookEditor.vue
+++ b/packages/frontend/src/components/MkSystemWebhookEditor.vue
@@ -35,16 +35,31 @@ SPDX-License-Identifier: AGPL-3.0-only
 				<MkFolder :defaultOpen="true">
 					<template #label>{{ i18n.ts._webhookSettings.trigger }}</template>
 
-					<div class="_gaps_s">
-						<MkSwitch v-model="events.abuseReport" :disabled="disabledEvents.abuseReport">
-							<template #label>{{ i18n.ts._webhookSettings._systemEvents.abuseReport }}</template>
-						</MkSwitch>
-						<MkSwitch v-model="events.abuseReportResolved" :disabled="disabledEvents.abuseReportResolved">
-							<template #label>{{ i18n.ts._webhookSettings._systemEvents.abuseReportResolved }}</template>
-						</MkSwitch>
-						<MkSwitch v-model="events.userCreated" :disabled="disabledEvents.userCreated">
-							<template #label>{{ i18n.ts._webhookSettings._systemEvents.userCreated }}</template>
-						</MkSwitch>
+					<div class="_gaps">
+						<div class="_gaps_s">
+							<div :class="$style.switchBox">
+								<MkSwitch v-model="events.abuseReport" :disabled="disabledEvents.abuseReport">
+									<template #label>{{ i18n.ts._webhookSettings._systemEvents.abuseReport }}</template>
+								</MkSwitch>
+								<MkButton v-show="mode === 'edit'" transparent :class="$style.testButton" :disabled="!(isActive && events.abuseReport)" @click="test('abuseReport')"><i class="ti ti-send"></i></MkButton>
+							</div>
+							<div :class="$style.switchBox">
+								<MkSwitch v-model="events.abuseReportResolved" :disabled="disabledEvents.abuseReportResolved">
+									<template #label>{{ i18n.ts._webhookSettings._systemEvents.abuseReportResolved }}</template>
+								</MkSwitch>
+								<MkButton v-show="mode === 'edit'" transparent :class="$style.testButton" :disabled="!(isActive && events.abuseReportResolved)" @click="test('abuseReportResolved')"><i class="ti ti-send"></i></MkButton>
+							</div>
+							<div :class="$style.switchBox">
+								<MkSwitch v-model="events.userCreated" :disabled="disabledEvents.userCreated">
+									<template #label>{{ i18n.ts._webhookSettings._systemEvents.userCreated }}</template>
+								</MkSwitch>
+								<MkButton v-show="mode === 'edit'" transparent :class="$style.testButton" :disabled="!(isActive && events.userCreated)" @click="test('userCreated')"><i class="ti ti-send"></i></MkButton>
+							</div>
+						</div>
+
+						<div v-show="mode === 'edit'" :class="$style.description">
+							{{ i18n.ts._webhookSettings.testRemarks }}
+						</div>
 					</div>
 				</MkFolder>
 
@@ -66,6 +81,7 @@ SPDX-License-Identifier: AGPL-3.0-only
 
 <script setup lang="ts">
 import { computed, onMounted, ref, shallowRef, toRefs } from 'vue';
+import * as Misskey from 'misskey-js';
 import MkInput from '@/components/MkInput.vue';
 import MkSwitch from '@/components/MkSwitch.vue';
 import {
@@ -180,6 +196,21 @@ async function loadingScope<T>(fn: () => Promise<T>): Promise<T> {
 	}
 }
 
+async function test(type: Misskey.entities.SystemWebhook['on'][number]): Promise<void> {
+	if (!id.value) {
+		return Promise.resolve();
+	}
+
+	await os.apiWithDialog('admin/system-webhook/test', {
+		webhookId: id.value,
+		type,
+		override: {
+			secret: secret.value,
+			url: url.value,
+		},
+	});
+}
+
 onMounted(async () => {
 	await loadingScope(async () => {
 		switch (mode.value) {
@@ -235,4 +266,29 @@ onMounted(async () => {
 	-webkit-backdrop-filter: var(--blur, blur(15px));
 	backdrop-filter: var(--blur, blur(15px));
 }
+
+.switchBox {
+	display: flex;
+	align-items: center;
+	justify-content: start;
+
+	.testButton {
+		$buttonSize: 28px;
+		padding: 0;
+		width: $buttonSize;
+		min-width: $buttonSize;
+		max-width: $buttonSize;
+		height: $buttonSize;
+		margin-left: auto;
+		line-height: normal;
+		font-size: 90%;
+		border-radius: 9999px;
+	}
+}
+
+.description {
+	font-size: 0.85em;
+	padding: 8px 0 0 0;
+	color: var(--fgTransparentWeak);
+}
 </style>
diff --git a/packages/frontend/src/pages/settings/webhook.edit.vue b/packages/frontend/src/pages/settings/webhook.edit.vue
index 058ef69c35..adeaf8550c 100644
--- a/packages/frontend/src/pages/settings/webhook.edit.vue
+++ b/packages/frontend/src/pages/settings/webhook.edit.vue
@@ -21,14 +21,41 @@ SPDX-License-Identifier: AGPL-3.0-only
 	<FormSection>
 		<template #label>{{ i18n.ts._webhookSettings.trigger }}</template>
 
-		<div class="_gaps_s">
-			<MkSwitch v-model="event_follow">{{ i18n.ts._webhookSettings._events.follow }}</MkSwitch>
-			<MkSwitch v-model="event_followed">{{ i18n.ts._webhookSettings._events.followed }}</MkSwitch>
-			<MkSwitch v-model="event_note">{{ i18n.ts._webhookSettings._events.note }}</MkSwitch>
-			<MkSwitch v-model="event_reply">{{ i18n.ts._webhookSettings._events.reply }}</MkSwitch>
-			<MkSwitch v-model="event_renote">{{ i18n.ts._webhookSettings._events.renote }}</MkSwitch>
-			<MkSwitch v-model="event_reaction">{{ i18n.ts._webhookSettings._events.reaction }}</MkSwitch>
-			<MkSwitch v-model="event_mention">{{ i18n.ts._webhookSettings._events.mention }}</MkSwitch>
+		<div class="_gaps">
+			<div class="_gaps_s">
+				<div :class="$style.switchBox">
+					<MkSwitch v-model="event_follow">{{ i18n.ts._webhookSettings._events.follow }}</MkSwitch>
+					<MkButton transparent :class="$style.testButton" :disabled="!(active && event_follow)" @click="test('follow')"><i class="ti ti-send"></i></MkButton>
+				</div>
+				<div :class="$style.switchBox">
+					<MkSwitch v-model="event_followed">{{ i18n.ts._webhookSettings._events.followed }}</MkSwitch>
+					<MkButton transparent :class="$style.testButton" :disabled="!(active && event_followed)" @click="test('followed')"><i class="ti ti-send"></i></MkButton>
+				</div>
+				<div :class="$style.switchBox">
+					<MkSwitch v-model="event_note">{{ i18n.ts._webhookSettings._events.note }}</MkSwitch>
+					<MkButton transparent :class="$style.testButton" :disabled="!(active && event_note)" @click="test('note')"><i class="ti ti-send"></i></MkButton>
+				</div>
+				<div :class="$style.switchBox">
+					<MkSwitch v-model="event_reply">{{ i18n.ts._webhookSettings._events.reply }}</MkSwitch>
+					<MkButton transparent :class="$style.testButton" :disabled="!(active && event_reply)" @click="test('reply')"><i class="ti ti-send"></i></MkButton>
+				</div>
+				<div :class="$style.switchBox">
+					<MkSwitch v-model="event_renote">{{ i18n.ts._webhookSettings._events.renote }}</MkSwitch>
+					<MkButton transparent :class="$style.testButton" :disabled="!(active && event_renote)" @click="test('renote')"><i class="ti ti-send"></i></MkButton>
+				</div>
+				<div :class="$style.switchBox">
+					<MkSwitch v-model="event_reaction">{{ i18n.ts._webhookSettings._events.reaction }}</MkSwitch>
+					<MkButton transparent :class="$style.testButton" :disabled="!(active && event_reaction)" @click="test('reaction')"><i class="ti ti-send"></i></MkButton>
+				</div>
+				<div :class="$style.switchBox">
+					<MkSwitch v-model="event_mention">{{ i18n.ts._webhookSettings._events.mention }}</MkSwitch>
+					<MkButton transparent :class="$style.testButton" :disabled="!(active && event_mention)" @click="test('mention')"><i class="ti ti-send"></i></MkButton>
+				</div>
+			</div>
+
+			<div :class="$style.description">
+				{{ i18n.ts._webhookSettings.testRemarks }}
+			</div>
 		</div>
 	</FormSection>
 
@@ -43,6 +70,7 @@ SPDX-License-Identifier: AGPL-3.0-only
 
 <script lang="ts" setup>
 import { ref, computed } from 'vue';
+import * as Misskey from 'misskey-js';
 import MkInput from '@/components/MkInput.vue';
 import FormSection from '@/components/form/section.vue';
 import MkSwitch from '@/components/MkSwitch.vue';
@@ -76,8 +104,8 @@ const event_renote = ref(webhook.on.includes('renote'));
 const event_reaction = ref(webhook.on.includes('reaction'));
 const event_mention = ref(webhook.on.includes('mention'));
 
-async function save(): Promise<void> {
-	const events = [];
+function save() {
+	const events: Misskey.entities.UserWebhook['on'] = [];
 	if (event_follow.value) events.push('follow');
 	if (event_followed.value) events.push('followed');
 	if (event_note.value) events.push('note');
@@ -110,8 +138,21 @@ async function del(): Promise<void> {
 	router.push('/settings/webhook');
 }
 
+async function test(type: Misskey.entities.UserWebhook['on'][number]): Promise<void> {
+	await os.apiWithDialog('i/webhooks/test', {
+		webhookId: props.webhookId,
+		type,
+		override: {
+			secret: secret.value,
+			url: url.value,
+		},
+	});
+}
+
+// eslint-disable-next-line @typescript-eslint/no-unused-vars
 const headerActions = computed(() => []);
 
+// eslint-disable-next-line @typescript-eslint/no-unused-vars
 const headerTabs = computed(() => []);
 
 definePageMetadata(() => ({
@@ -119,3 +160,30 @@ definePageMetadata(() => ({
 	icon: 'ti ti-webhook',
 }));
 </script>
+
+<style module lang="scss">
+.switchBox {
+	display: flex;
+	align-items: center;
+	justify-content: start;
+
+	.testButton {
+		$buttonSize: 28px;
+		padding: 0;
+		width: $buttonSize;
+		min-width: $buttonSize;
+		max-width: $buttonSize;
+		height: $buttonSize;
+		margin-left: auto;
+		line-height: inherit;
+		font-size: 90%;
+		border-radius: 9999px;
+	}
+}
+
+.description {
+	font-size: 0.85em;
+	padding: 8px 0 0 0;
+	color: var(--fgTransparentWeak);
+}
+</style>
diff --git a/packages/misskey-js/etc/misskey-js.api.md b/packages/misskey-js/etc/misskey-js.api.md
index 1ec7f0ec7f..d1050d4727 100644
--- a/packages/misskey-js/etc/misskey-js.api.md
+++ b/packages/misskey-js/etc/misskey-js.api.md
@@ -359,6 +359,9 @@ type AdminSystemWebhookShowRequest = operations['admin___system-webhook___show']
 type AdminSystemWebhookShowResponse = operations['admin___system-webhook___show']['responses']['200']['content']['application/json'];
 
 // @public (undocumented)
+type AdminSystemWebhookTestRequest = operations['admin___system-webhook___test']['requestBody']['content']['application/json'];
+
+// @public (undocumented)
 type AdminSystemWebhookUpdateRequest = operations['admin___system-webhook___update']['requestBody']['content']['application/json'];
 
 // @public (undocumented)
@@ -1308,6 +1311,7 @@ declare namespace entities {
         AdminSystemWebhookShowResponse,
         AdminSystemWebhookUpdateRequest,
         AdminSystemWebhookUpdateResponse,
+        AdminSystemWebhookTestRequest,
         AnnouncementsRequest,
         AnnouncementsResponse,
         AnnouncementsShowRequest,
@@ -1567,6 +1571,7 @@ declare namespace entities {
         IWebhooksShowResponse,
         IWebhooksUpdateRequest,
         IWebhooksDeleteRequest,
+        IWebhooksTestRequest,
         InviteCreateResponse,
         InviteDeleteRequest,
         InviteListRequest,
@@ -2370,6 +2375,9 @@ type IWebhooksShowRequest = operations['i___webhooks___show']['requestBody']['co
 type IWebhooksShowResponse = operations['i___webhooks___show']['responses']['200']['content']['application/json'];
 
 // @public (undocumented)
+type IWebhooksTestRequest = operations['i___webhooks___test']['requestBody']['content']['application/json'];
+
+// @public (undocumented)
 type IWebhooksUpdateRequest = operations['i___webhooks___update']['requestBody']['content']['application/json'];
 
 // @public (undocumented)
diff --git a/packages/misskey-js/src/autogen/apiClientJSDoc.ts b/packages/misskey-js/src/autogen/apiClientJSDoc.ts
index e799d4a0c5..1d96196d1c 100644
--- a/packages/misskey-js/src/autogen/apiClientJSDoc.ts
+++ b/packages/misskey-js/src/autogen/apiClientJSDoc.ts
@@ -963,6 +963,18 @@ declare module '../api.js' {
     /**
      * No description provided.
      * 
+     * **Internal Endpoint**: This endpoint is an API for the misskey mainframe and is not intended for use by third parties.
+     * **Credential required**: *Yes* / **Permission**: *read:admin:system-webhook*
+     */
+    request<E extends 'admin/system-webhook/test', P extends Endpoints[E]['req']>(
+      endpoint: E,
+      params: P,
+      credential?: string | null,
+    ): Promise<SwitchCaseResponseType<E, P>>;
+
+    /**
+     * No description provided.
+     * 
      * **Credential required**: *No*
      */
     request<E extends 'announcements', P extends Endpoints[E]['req']>(
@@ -2822,6 +2834,18 @@ declare module '../api.js' {
     /**
      * No description provided.
      * 
+     * **Internal Endpoint**: This endpoint is an API for the misskey mainframe and is not intended for use by third parties.
+     * **Credential required**: *Yes* / **Permission**: *read:account*
+     */
+    request<E extends 'i/webhooks/test', P extends Endpoints[E]['req']>(
+      endpoint: E,
+      params: P,
+      credential?: string | null,
+    ): Promise<SwitchCaseResponseType<E, P>>;
+
+    /**
+     * No description provided.
+     * 
      * **Credential required**: *Yes* / **Permission**: *write:invite-codes*
      */
     request<E extends 'invite/create', P extends Endpoints[E]['req']>(
diff --git a/packages/misskey-js/src/autogen/endpoint.ts b/packages/misskey-js/src/autogen/endpoint.ts
index 8fbdbbb629..42c74599a5 100644
--- a/packages/misskey-js/src/autogen/endpoint.ts
+++ b/packages/misskey-js/src/autogen/endpoint.ts
@@ -117,6 +117,7 @@ import type {
 	AdminSystemWebhookShowResponse,
 	AdminSystemWebhookUpdateRequest,
 	AdminSystemWebhookUpdateResponse,
+	AdminSystemWebhookTestRequest,
 	AnnouncementsRequest,
 	AnnouncementsResponse,
 	AnnouncementsShowRequest,
@@ -376,6 +377,7 @@ import type {
 	IWebhooksShowResponse,
 	IWebhooksUpdateRequest,
 	IWebhooksDeleteRequest,
+	IWebhooksTestRequest,
 	InviteCreateResponse,
 	InviteDeleteRequest,
 	InviteListRequest,
@@ -660,6 +662,7 @@ export type Endpoints = {
 	'admin/system-webhook/list': { req: AdminSystemWebhookListRequest; res: AdminSystemWebhookListResponse };
 	'admin/system-webhook/show': { req: AdminSystemWebhookShowRequest; res: AdminSystemWebhookShowResponse };
 	'admin/system-webhook/update': { req: AdminSystemWebhookUpdateRequest; res: AdminSystemWebhookUpdateResponse };
+	'admin/system-webhook/test': { req: AdminSystemWebhookTestRequest; res: EmptyResponse };
 	'announcements': { req: AnnouncementsRequest; res: AnnouncementsResponse };
 	'announcements/show': { req: AnnouncementsShowRequest; res: AnnouncementsShowResponse };
 	'antennas/create': { req: AntennasCreateRequest; res: AntennasCreateResponse };
@@ -826,6 +829,7 @@ export type Endpoints = {
 	'i/webhooks/show': { req: IWebhooksShowRequest; res: IWebhooksShowResponse };
 	'i/webhooks/update': { req: IWebhooksUpdateRequest; res: EmptyResponse };
 	'i/webhooks/delete': { req: IWebhooksDeleteRequest; res: EmptyResponse };
+	'i/webhooks/test': { req: IWebhooksTestRequest; res: EmptyResponse };
 	'invite/create': { req: EmptyRequest; res: InviteCreateResponse };
 	'invite/delete': { req: InviteDeleteRequest; res: EmptyResponse };
 	'invite/list': { req: InviteListRequest; res: InviteListResponse };
diff --git a/packages/misskey-js/src/autogen/entities.ts b/packages/misskey-js/src/autogen/entities.ts
index 357b5e9eaf..87ed653d44 100644
--- a/packages/misskey-js/src/autogen/entities.ts
+++ b/packages/misskey-js/src/autogen/entities.ts
@@ -120,6 +120,7 @@ export type AdminSystemWebhookShowRequest = operations['admin___system-webhook__
 export type AdminSystemWebhookShowResponse = operations['admin___system-webhook___show']['responses']['200']['content']['application/json'];
 export type AdminSystemWebhookUpdateRequest = operations['admin___system-webhook___update']['requestBody']['content']['application/json'];
 export type AdminSystemWebhookUpdateResponse = operations['admin___system-webhook___update']['responses']['200']['content']['application/json'];
+export type AdminSystemWebhookTestRequest = operations['admin___system-webhook___test']['requestBody']['content']['application/json'];
 export type AnnouncementsRequest = operations['announcements']['requestBody']['content']['application/json'];
 export type AnnouncementsResponse = operations['announcements']['responses']['200']['content']['application/json'];
 export type AnnouncementsShowRequest = operations['announcements___show']['requestBody']['content']['application/json'];
@@ -379,6 +380,7 @@ export type IWebhooksShowRequest = operations['i___webhooks___show']['requestBod
 export type IWebhooksShowResponse = operations['i___webhooks___show']['responses']['200']['content']['application/json'];
 export type IWebhooksUpdateRequest = operations['i___webhooks___update']['requestBody']['content']['application/json'];
 export type IWebhooksDeleteRequest = operations['i___webhooks___delete']['requestBody']['content']['application/json'];
+export type IWebhooksTestRequest = operations['i___webhooks___test']['requestBody']['content']['application/json'];
 export type InviteCreateResponse = operations['invite___create']['responses']['200']['content']['application/json'];
 export type InviteDeleteRequest = operations['invite___delete']['requestBody']['content']['application/json'];
 export type InviteListRequest = operations['invite___list']['requestBody']['content']['application/json'];
diff --git a/packages/misskey-js/src/autogen/types.ts b/packages/misskey-js/src/autogen/types.ts
index b99a5373bb..03828b6552 100644
--- a/packages/misskey-js/src/autogen/types.ts
+++ b/packages/misskey-js/src/autogen/types.ts
@@ -797,6 +797,16 @@ export type paths = {
      */
     post: operations['admin___system-webhook___update'];
   };
+  '/admin/system-webhook/test': {
+    /**
+     * admin/system-webhook/test
+     * @description No description provided.
+     *
+     * **Internal Endpoint**: This endpoint is an API for the misskey mainframe and is not intended for use by third parties.
+     * **Credential required**: *Yes* / **Permission**: *read:admin:system-webhook*
+     */
+    post: operations['admin___system-webhook___test'];
+  };
   '/announcements': {
     /**
      * announcements
@@ -2436,6 +2446,16 @@ export type paths = {
      */
     post: operations['i___webhooks___delete'];
   };
+  '/i/webhooks/test': {
+    /**
+     * i/webhooks/test
+     * @description No description provided.
+     *
+     * **Internal Endpoint**: This endpoint is an API for the misskey mainframe and is not intended for use by third parties.
+     * **Credential required**: *Yes* / **Permission**: *read:account*
+     */
+    post: operations['i___webhooks___test'];
+  };
   '/invite/create': {
     /**
      * invite/create
@@ -10328,6 +10348,71 @@ export type operations = {
     };
   };
   /**
+   * admin/system-webhook/test
+   * @description No description provided.
+   *
+   * **Internal Endpoint**: This endpoint is an API for the misskey mainframe and is not intended for use by third parties.
+   * **Credential required**: *Yes* / **Permission**: *read:admin:system-webhook*
+   */
+  'admin___system-webhook___test': {
+    requestBody: {
+      content: {
+        'application/json': {
+          /** Format: misskey:id */
+          webhookId: string;
+          /** @enum {string} */
+          type: 'abuseReport' | 'abuseReportResolved' | 'userCreated';
+          override?: {
+            url?: string;
+            secret?: string;
+          };
+        };
+      };
+    };
+    responses: {
+      /** @description OK (without any results) */
+      204: {
+        content: never;
+      };
+      /** @description Client error */
+      400: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description Authentication error */
+      401: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description Forbidden error */
+      403: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description I'm Ai */
+      418: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description To many requests */
+      429: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description Internal server error */
+      500: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+    };
+  };
+  /**
    * announcements
    * @description No description provided.
    *
@@ -20147,6 +20232,71 @@ export type operations = {
     };
   };
   /**
+   * i/webhooks/test
+   * @description No description provided.
+   *
+   * **Internal Endpoint**: This endpoint is an API for the misskey mainframe and is not intended for use by third parties.
+   * **Credential required**: *Yes* / **Permission**: *read:account*
+   */
+  i___webhooks___test: {
+    requestBody: {
+      content: {
+        'application/json': {
+          /** Format: misskey:id */
+          webhookId: string;
+          /** @enum {string} */
+          type: 'mention' | 'unfollow' | 'follow' | 'followed' | 'note' | 'reply' | 'renote' | 'reaction';
+          override?: {
+            url?: string;
+            secret?: string;
+          };
+        };
+      };
+    };
+    responses: {
+      /** @description OK (without any results) */
+      204: {
+        content: never;
+      };
+      /** @description Client error */
+      400: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description Authentication error */
+      401: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description Forbidden error */
+      403: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description I'm Ai */
+      418: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description To many requests */
+      429: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+      /** @description Internal server error */
+      500: {
+        content: {
+          'application/json': components['schemas']['Error'];
+        };
+      };
+    };
+  };
+  /**
    * invite/create
    * @description No description provided.
    *