diff --git a/src/app/bootstrap.ts b/src/app/bootstrap.ts
index 0a888ee..01cfe6f 100644
--- a/src/app/bootstrap.ts
+++ b/src/app/bootstrap.ts
@@ -1,15 +1,15 @@
 import { Client } from "discord.js-selfbot-v13";
-import { config } from "../config";
-import { closeDatabase, initializeDatabase } from "../database/drizzle";
-import { createDiscordClientOptions } from "../discordClientOptions";
-import { createChildLogger } from "../logger";
-import { startPendingAIAnalysisWorker } from "../moderation/aiAnalyzer";
-import { syncBacklogMessages } from "../moderation/backlogSync";
-import { registerMessageCapture } from "../moderation/messageCapture";
-import { discordPlayer } from "../player";
-import { VoiceController } from "../voiceController";
-import { startWebserver } from "../webserver";
-import { createGracefulShutdown } from "./shutdown";
+import { config } from "../config.js";
+import { closeDatabase, initializeDatabase } from "../database/drizzle.js";
+import { createDiscordClientOptions } from "../discordClientOptions.js";
+import { createChildLogger } from "../logger.js";
+import { startPendingAIAnalysisWorker } from "../moderation/aiAnalyzer.js";
+import { syncBacklogMessages } from "../moderation/backlogSync.js";
+import { registerMessageCapture } from "../moderation/messageCapture.js";
+import { discordPlayer } from "../player.js";
+import { VoiceController } from "../voiceController.js";
+import { startWebserver } from "../webserver.js";
+import { createGracefulShutdown } from "./shutdown.js";
 
 export async function initializeApp() {
   const logger = createChildLogger("bot");
diff --git a/src/app/shutdown.ts b/src/app/shutdown.ts
index fc5791e..42a7b11 100644
--- a/src/app/shutdown.ts
+++ b/src/app/shutdown.ts
@@ -1,8 +1,8 @@
 import type { Client } from "discord.js-selfbot-v13";
-import type { closeDatabase } from "../database/drizzle";
-import type { createChildLogger } from "../logger";
-import type { discordPlayer } from "../player";
-import type { VoiceController } from "../voiceController";
+import type { closeDatabase } from "../database/drizzle.js";
+import type { createChildLogger } from "../logger.js";
+import type { discordPlayer } from "../player.js";
+import type { VoiceController } from "../voiceController.js";
 
 type Logger = ReturnType<typeof createChildLogger>;
 type CloseDatabase = typeof closeDatabase;
diff --git a/src/config.ts b/src/config.ts
index 0410dea..62b14a1 100644
--- a/src/config.ts
+++ b/src/config.ts
@@ -1,5 +1,5 @@
 import { z } from "zod";
-import { ConfigError } from "./errors.ts";
+import { ConfigError } from "./errors.js";
 
 const configSchema = z
   .object({
diff --git a/src/database/drizzle.ts b/src/database/drizzle.ts
index 39ba49e..0149e7b 100644
--- a/src/database/drizzle.ts
+++ b/src/database/drizzle.ts
@@ -2,9 +2,9 @@ import Database from "better-sqlite3";
 import { drizzle as drizzleSqlite } from "drizzle-orm/better-sqlite3";
 import { drizzle as drizzlePostgres } from "drizzle-orm/node-postgres";
 import { Pool } from "pg";
-import { config } from "../config.ts";
-import { createChildLogger } from "../logger.ts";
-import * as schema from "./schema.ts";
+import { config } from "../config.js";
+import { createChildLogger } from "../logger.js";
+import * as schema from "./schema.js";
 
 const logger = createChildLogger("drizzle");
 
diff --git a/src/database/migrate.ts b/src/database/migrate.ts
index fa3df42..92ccaff 100644
--- a/src/database/migrate.ts
+++ b/src/database/migrate.ts
@@ -3,9 +3,9 @@ import Database from "better-sqlite3";
 import { drizzle as drizzleSqlite } from "drizzle-orm/better-sqlite3";
 import { migrate as migrateSqlite } from "drizzle-orm/better-sqlite3/migrator";
 import { migrate as migratePostgres } from "drizzle-orm/node-postgres/migrator";
-import { config } from "../config";
-import { createChildLogger } from "../logger";
-import { closeDatabase, initializeDatabase } from "./drizzle";
+import { config } from "../config.js";
+import { createChildLogger } from "../logger.js";
+import { closeDatabase, initializeDatabase } from "./drizzle.js";
 
 const logger = createChildLogger("migrate");
 
diff --git a/src/database/schema.ts b/src/database/schema.ts
index e6800ca..a332237 100644
--- a/src/database/schema.ts
+++ b/src/database/schema.ts
@@ -14,7 +14,7 @@ import {
   sqliteTable,
   text as sqliteText,
 } from "drizzle-orm/sqlite-core";
-import { config } from "../config.ts";
+import { config } from "../config.js";
 
 // PostgreSQL Schema
 // ==================
diff --git a/src/database/voiceRecordingRepo.ts b/src/database/voiceRecordingRepo.ts
index debd005..6496a01 100644
--- a/src/database/voiceRecordingRepo.ts
+++ b/src/database/voiceRecordingRepo.ts
@@ -1,11 +1,11 @@
 import { desc, eq } from "drizzle-orm";
-import { createChildLogger } from "../logger";
-import { getDatabase } from "./drizzle";
+import { createChildLogger } from "../logger.js";
+import { getDatabase } from "./drizzle.js";
 import {
   type VoiceRecording,
   type VoiceRecordingInsert,
   voiceRecordingsTable,
-} from "./schema";
+} from "./schema.js";
 
 const logger = createChildLogger("voice-recording-repo");
 
diff --git a/src/http/app.ts b/src/http/app.ts
index eb2675e..3e5bb40 100644
--- a/src/http/app.ts
+++ b/src/http/app.ts
@@ -8,20 +8,20 @@ import express, {
   type Response,
 } from "express";
 import helmet from "helmet";
-import { AppError } from "../errors";
-import type { createChildLogger } from "../logger";
-import type { MediaController } from "../media/mediaController";
-import type { ModerationBroadcaster } from "../moderation/types";
-import { createAnalysisRoutes } from "../routes/analysisRoutes";
-import { createMediaRoutes } from "../routes/mediaRoutes";
-import { createMessageRoutes } from "../routes/messageRoutes";
-import { createRecordingsRoutes } from "../routes/recordingsRoutes";
-import { createSyncRoutes } from "../routes/syncRoutes";
-import { createUIStateRoutes } from "../routes/uiStateRoutes";
-import { createVoiceRoutes } from "../routes/voiceRoutes";
-import type { SharedUIStatePatch } from "../state/uiState";
-import type { VoiceController } from "../voiceController";
-import { createHealthRoutes } from "./health";
+import { AppError } from "../errors.js";
+import type { createChildLogger } from "../logger.js";
+import type { MediaController } from "../media/mediaController.js";
+import type { ModerationBroadcaster } from "../moderation/types.js";
+import { createAnalysisRoutes } from "../routes/analysisRoutes.js";
+import { createMediaRoutes } from "../routes/mediaRoutes.js";
+import { createMessageRoutes } from "../routes/messageRoutes.js";
+import { createRecordingsRoutes } from "../routes/recordingsRoutes.js";
+import { createSyncRoutes } from "../routes/syncRoutes.js";
+import { createUIStateRoutes } from "../routes/uiStateRoutes.js";
+import { createVoiceRoutes } from "../routes/voiceRoutes.js";
+import type { SharedUIStatePatch } from "../state/uiState.js";
+import type { VoiceController } from "../voiceController.js";
+import { createHealthRoutes } from "./health.js";
 
 const __filename = fileURLToPath(import.meta.url);
 const __dirname = path.dirname(__filename);
diff --git a/src/http/health.ts b/src/http/health.ts
index acc25ef..3b6b516 100644
--- a/src/http/health.ts
+++ b/src/http/health.ts
@@ -1,5 +1,5 @@
 import { Router } from "express";
-import { getMetrics, uptimeGauge } from "../metrics";
+import { getMetrics, uptimeGauge } from "../metrics.js";
 
 export interface HealthRoutesOptions {
   adminPassword: string;
diff --git a/src/http/server.ts b/src/http/server.ts
index af8cc5f..48d1517 100644
--- a/src/http/server.ts
+++ b/src/http/server.ts
@@ -1,25 +1,25 @@
 import http from "node:http";
 import type { Client } from "discord.js-selfbot-v13";
-import { config } from "../config";
-import { createChildLogger } from "../logger";
-import { MediaController } from "../media/mediaController";
-import { createScreenShareController } from "../media/screenShareController";
-import { createBroadcaster } from "../moderation/broadcaster";
+import { config } from "../config.js";
+import { createChildLogger } from "../logger.js";
+import { MediaController } from "../media/mediaController.js";
+import { createScreenShareController } from "../media/screenShareController.js";
+import { createBroadcaster } from "../moderation/broadcaster.js";
 import {
   initializeMediaSettings,
   persistMediaSettings,
-} from "../state/mediaSettings";
-import { createSharedUIStateStore } from "../state/uiState";
-import { Streamer } from "../streaming";
-import type { VoiceController } from "../voiceController";
+} from "../state/mediaSettings.js";
+import { createSharedUIStateStore } from "../state/uiState.js";
+import { Streamer } from "../streaming/index.js";
+import type { VoiceController } from "../voiceController.js";
 import {
   exposeActiveUserGlobal,
   exposeModerationGlobals,
   exposePcmBroadcastGlobal,
   exposeVideoBroadcastGlobal,
-} from "../ws/broadcastGlobals";
-import { startWebSocketServer } from "../ws/server";
-import { createHttpApp } from "./app";
+} from "../ws/broadcastGlobals.js";
+import { startWebSocketServer } from "../ws/server.js";
+import { createHttpApp } from "./app.js";
 
 const serverLogger = createChildLogger("webserver");
 
diff --git a/src/index.ts b/src/index.ts
index 313cf58..6dbd22c 100644
--- a/src/index.ts
+++ b/src/index.ts
@@ -2,8 +2,8 @@ import "./mock-crc";
 import "libsodium-wrappers";
 import "@snazzah/davey";
 import "dotenv/config";
-import { initializeApp } from "./app/bootstrap";
-import { createChildLogger } from "./logger";
+import { initializeApp } from "./app/bootstrap.js";
+import { createChildLogger } from "./logger.js";
 
 const logger = createChildLogger("bot");
 
diff --git a/src/logger.ts b/src/logger.ts
index 117d25d..d678510 100644
--- a/src/logger.ts
+++ b/src/logger.ts
@@ -1,7 +1,7 @@
 import fs from "node:fs";
 import path from "node:path";
 import winston from "winston";
-import { formatLogMetadata, serializeLogValue } from "./loggerSerialization";
+import { formatLogMetadata, serializeLogValue } from "./loggerSerialization.js";
 
 const isDev = process.env.NODE_ENV !== "production";
 const logLevel = process.env.LOG_LEVEL || (isDev ? "debug" : "info");
diff --git a/src/media/mediaController.ts b/src/media/mediaController.ts
index b5c3fe8..f6534f5 100644
--- a/src/media/mediaController.ts
+++ b/src/media/mediaController.ts
@@ -1,8 +1,8 @@
-import { AppError } from "../errors";
-import { createChildLogger } from "../logger";
-import { discordPlayer } from "../player";
-import { MediaQueue } from "./mediaQueue";
-import { resolveMediaSource } from "./mediaResolver";
+import { AppError } from "../errors.js";
+import { createChildLogger } from "../logger.js";
+import { discordPlayer } from "../player.js";
+import { MediaQueue } from "./mediaQueue.js";
+import { resolveMediaSource } from "./mediaResolver.js";
 import type {
   MediaMode,
   MediaState,
@@ -12,8 +12,8 @@ import type {
   ResolvedMediaSource,
   ScreenShareController,
   ScreenSharePlayback,
-} from "./mediaTypes";
-import { createMusicPlayer } from "./musicPlayer";
+} from "./mediaTypes.js";
+import { createMusicPlayer } from "./musicPlayer.js";
 
 const logger = createChildLogger("mediaController");
 
diff --git a/src/media/mediaQueue.ts b/src/media/mediaQueue.ts
index 9194f0f..55c5fde 100644
--- a/src/media/mediaQueue.ts
+++ b/src/media/mediaQueue.ts
@@ -3,7 +3,7 @@ import type {
   MediaQueueItem,
   MediaState,
   ResolvedMediaSource,
-} from "./mediaTypes";
+} from "./mediaTypes.js";
 
 export class MediaQueue {
   private current: MediaQueueItem | null = null;
diff --git a/src/media/mediaResolver.ts b/src/media/mediaResolver.ts
index a87bfed..40d569e 100644
--- a/src/media/mediaResolver.ts
+++ b/src/media/mediaResolver.ts
@@ -1,9 +1,9 @@
 import { existsSync, statSync } from "node:fs";
 import path from "node:path";
-import { AppError } from "../errors";
-import type { MediaMode, ResolvedMediaSource } from "./mediaTypes";
-import { createPlayDlResolver } from "./playDlResolver";
-import { createYtDlp, type YtDlpClient } from "./ytdlp";
+import { AppError } from "../errors.js";
+import type { MediaMode, ResolvedMediaSource } from "./mediaTypes.js";
+import { createPlayDlResolver } from "./playDlResolver.js";
+import { createYtDlp, type YtDlpClient } from "./ytdlp.js";
 
 type PlayDlResolver = ReturnType<typeof createPlayDlResolver>;
 
diff --git a/src/media/musicPlayer.ts b/src/media/musicPlayer.ts
index 0500359..55a521e 100644
--- a/src/media/musicPlayer.ts
+++ b/src/media/musicPlayer.ts
@@ -1,13 +1,13 @@
 import type { ChildProcessWithoutNullStreams } from "node:child_process";
 import { spawn as nodeSpawn } from "node:child_process";
 import { StreamType } from "@discordjs/voice";
-import { discordPlayer } from "../player";
+import { discordPlayer } from "../player.js";
 import type {
   DiscordAudioPlayer,
   MusicPlayback,
   MusicPlayer,
   ResolvedMediaSource,
-} from "./mediaTypes";
+} from "./mediaTypes.js";
 
 export interface MusicPlayerDependencies {
   spawn?: typeof nodeSpawn;
diff --git a/src/media/screenShareController.ts b/src/media/screenShareController.ts
index 9688a3a..34127be 100644
--- a/src/media/screenShareController.ts
+++ b/src/media/screenShareController.ts
@@ -1,12 +1,12 @@
-import { AppError } from "../errors";
-import { createChildLogger } from "../logger";
-import { discordPlayer } from "../player";
-import { playPreparedStream, Streamer } from "../streaming";
+import { AppError } from "../errors.js";
+import { createChildLogger } from "../logger.js";
+import { discordPlayer } from "../player.js";
+import { playPreparedStream, Streamer } from "../streaming/index.js";
 
 const logger = createChildLogger("screen-share");
 
-import type { DiscordPlayerOwner, ScreenSharePlayback } from "./mediaTypes";
-import { createYtDlp } from "./ytdlp";
+import type { DiscordPlayerOwner, ScreenSharePlayback } from "./mediaTypes.js";
+import { createYtDlp } from "./ytdlp.js";
 
 export interface ScreenShareVoiceStatus {
   connected: boolean;
@@ -105,8 +105,8 @@ export function createScreenShareController(
 
         let stopped = false;
         const playFn = dependencies.useTranscoder
-          ? (await import("../streaming")).playTranscodedPreparedStream
-          : (await import("../streaming")).playPreparedStream;
+          ? (await import("../streaming/index.js")).playTranscodedPreparedStream
+          : (await import("../streaming/index.js")).playPreparedStream;
 
         const done = playFn(directUrl, session, {
           fps: 30,
diff --git a/src/middleware.ts b/src/middleware.ts
index cff7cf7..1ab4981 100644
--- a/src/middleware.ts
+++ b/src/middleware.ts
@@ -1,6 +1,6 @@
 import { NextFunction, Request, Response } from "express";
-import { AppError } from "./errors";
-import { createChildLogger } from "./logger";
+import { AppError } from "./errors.js";
+import { createChildLogger } from "./logger.js";
 
 const logger = createChildLogger("middleware");
 
diff --git a/src/moderation/aiAnalysisWorker.ts b/src/moderation/aiAnalysisWorker.ts
index 0e1422c..fb806c2 100644
--- a/src/moderation/aiAnalysisWorker.ts
+++ b/src/moderation/aiAnalysisWorker.ts
@@ -1,14 +1,14 @@
 import { parentPort } from "node:worker_threads";
-import { config } from "../config.ts";
-import { initializeDatabase } from "../database/drizzle.ts";
-import { buildConversationPromptMessages } from "./conversationContext.ts";
-import { runModerationAnalysis } from "./llmModerationClient.ts";
+import { config } from "../config.js";
+import { initializeDatabase } from "../database/drizzle.js";
+import { buildConversationPromptMessages } from "./conversationContext.js";
+import { runModerationAnalysis } from "./llmModerationClient.js";
 import {
   getAttachmentsForMessages,
   getConversationContextBefore,
   updateMessageAIAnalysis,
-} from "./messageStore.ts";
-import type { MessageRecord } from "./types";
+} from "./messageStore.js";
+import type { MessageRecord } from "./types.js";
 
 let dbInitialized = false;
 
diff --git a/src/moderation/aiAnalyzer.ts b/src/moderation/aiAnalyzer.ts
index 0ae315e..f409660 100644
--- a/src/moderation/aiAnalyzer.ts
+++ b/src/moderation/aiAnalyzer.ts
@@ -1,16 +1,16 @@
 import { Worker } from "node:worker_threads";
-import { config } from "../config";
-import { createChildLogger } from "../logger";
+import { config } from "../config.js";
+import { createChildLogger } from "../logger.js";
 import {
   getMessageById,
   getPendingConversationKeys,
   getPendingMessagesByConversation,
-} from "./messageStore";
+} from "./messageStore.js";
 import type {
   AnalysisQueueStatus,
   MessageRecord,
   ModerationBroadcaster,
-} from "./types";
+} from "./types.js";
 
 const logger = createChildLogger("ai-analyzer");
 
@@ -163,7 +163,7 @@ async function runAnalysisInWorker(
 ): Promise<AnalysisWorkerResponse> {
   return new Promise((resolve, reject) => {
     const worker = new Worker(
-      new URL("./aiAnalysisWorker.ts", import.meta.url),
+      new URL("./aiAnalysisWorker.js", import.meta.url),
       { execArgv: process.execArgv },
     );
 
diff --git a/src/moderation/attachmentUploader.ts b/src/moderation/attachmentUploader.ts
index 25c390e..014493e 100644
--- a/src/moderation/attachmentUploader.ts
+++ b/src/moderation/attachmentUploader.ts
@@ -1,11 +1,11 @@
-import { config } from "../config";
-import { createChildLogger } from "../logger";
-import { uploadToTele } from "../uploader/teleUpload";
+import { config } from "../config.js";
+import { createChildLogger } from "../logger.js";
+import { uploadToTele } from "../uploader/teleUpload.js";
 import {
   updateAttachmentAsFailedUpload,
   updateAttachmentAsUploaded,
   updateAttachmentDiscordUrl,
-} from "./messageStore";
+} from "./messageStore.js";
 
 const logger = createChildLogger("attachment-uploader");
 
diff --git a/src/moderation/backlogSync.ts b/src/moderation/backlogSync.ts
index 0d5146c..ee0d3f5 100644
--- a/src/moderation/backlogSync.ts
+++ b/src/moderation/backlogSync.ts
@@ -1,7 +1,7 @@
 import type { Channel, Client, Message } from "discord.js-selfbot-v13";
-import { config } from "../config";
-import { createChildLogger } from "../logger";
-import { captureMessage } from "./messageCapture";
+import { config } from "../config.js";
+import { createChildLogger } from "../logger.js";
+import { captureMessage } from "./messageCapture.js";
 
 const logger = createChildLogger("backlog-sync");
 
diff --git a/src/moderation/broadcaster.ts b/src/moderation/broadcaster.ts
index 4dec06a..ebb1296 100644
--- a/src/moderation/broadcaster.ts
+++ b/src/moderation/broadcaster.ts
@@ -1,12 +1,12 @@
 import type { WebSocket } from "ws";
-import { createChildLogger } from "../logger";
+import { createChildLogger } from "../logger.js";
 import type {
   AnalysisQueueStatus,
   AttachmentRecord,
   MediaState,
   MessageRecord,
   ModerationWsEvent,
-} from "./types";
+} from "./types.js";
 
 export type BroadcasterClient = Pick<WebSocket, "readyState" | "send">;
 
diff --git a/src/moderation/conversationContext.ts b/src/moderation/conversationContext.ts
index 26434b1..fdb4ade 100644
--- a/src/moderation/conversationContext.ts
+++ b/src/moderation/conversationContext.ts
@@ -1,4 +1,4 @@
-import type { MessageRecord } from "./types";
+import type { MessageRecord } from "./types.js";
 
 export interface ConversationContextInput {
   contextBefore: MessageRecord[];
diff --git a/src/moderation/llmModerationClient.ts b/src/moderation/llmModerationClient.ts
index 4166ed7..7dae1c8 100644
--- a/src/moderation/llmModerationClient.ts
+++ b/src/moderation/llmModerationClient.ts
@@ -1,8 +1,8 @@
 import OpenAI from "openai";
-import { config } from "../config.ts";
-import { createChildLogger } from "../logger.ts";
-import { retryWithBackoff } from "../retry.ts";
-import type { AnalysisResult, AttachmentRecord, MessageRecord } from "./types";
+import { config } from "../config.js";
+import { createChildLogger } from "../logger.js";
+import { retryWithBackoff } from "../retry.js";
+import type { AnalysisResult, AttachmentRecord, MessageRecord } from "./types.js";
 
 const log = createChildLogger("llmModerationClient");
 const openai = new OpenAI({
@@ -35,9 +35,13 @@ const openai = new OpenAI({
       }
     }
 
+    const headers = new Headers(response.headers ?? undefined);
+    headers.set("Content-Type", "application/json");
+    headers.delete("Content-Length");
+
     return new Response(normalizedBody, {
       status: response.status ?? 200,
-      headers: response.headers ?? { "Content-Type": "application/json" },
+      headers,
     });
   },
 });
@@ -592,6 +596,17 @@ Return ONLY valid JSON, no other text.`;
               ? parseError.message
               : String(parseError);
           lastInvalidContent = content;
+          log.warn(
+            {
+              error: lastParseError,
+              contentLength: content.length,
+              contentPreview: content.substring(0, 1000),
+              fullContent: content,
+              targetIds,
+              model: config.AI_LLM_MODEL,
+            },
+            "Failed to parse moderation response from LLM",
+          );
           throw parseError;
         }
       },
diff --git a/src/moderation/messageCapture.ts b/src/moderation/messageCapture.ts
index c4083ba..011f008 100644
--- a/src/moderation/messageCapture.ts
+++ b/src/moderation/messageCapture.ts
@@ -1,22 +1,22 @@
 import type { Client, Message } from "discord.js-selfbot-v13";
-import { config } from "../config";
-import { createChildLogger } from "../logger";
-import { getModerationBroadcaster } from "../ws/broadcastGlobals";
-import { queueMessageAnalysis } from "./aiAnalyzer";
-import { processAttachmentUpload } from "./attachmentUploader";
+import { config } from "../config.js";
+import { createChildLogger } from "../logger.js";
+import { getModerationBroadcaster } from "../ws/broadcastGlobals.js";
+import { queueMessageAnalysis } from "./aiAnalyzer.js";
+import { processAttachmentUpload } from "./attachmentUploader.js";
 import {
   getDisplayContent,
   getMessageLocation,
   getMessageMetadata,
-} from "./messageMetadata";
+} from "./messageMetadata.js";
 import {
   getMessageById,
   insertAttachment,
   updateMessageAsDeleted,
   updateMessageAsEdited,
   upsertMessageForCapture,
-} from "./messageStore";
-import type { AttachmentRecord, MessageRecord } from "./types";
+} from "./messageStore.js";
+import type { AttachmentRecord, MessageRecord } from "./types.js";
 
 const logger = createChildLogger("message-capture");
 
diff --git a/src/moderation/messageStore.ts b/src/moderation/messageStore.ts
index f533395..fbc1308 100644
--- a/src/moderation/messageStore.ts
+++ b/src/moderation/messageStore.ts
@@ -9,16 +9,16 @@ import {
   type SQL,
   sql,
 } from "drizzle-orm";
-import { getDatabase } from "../database/drizzle.ts";
-import { attachmentsTable, messagesTable } from "../database/schema.ts";
-import { createChildLogger } from "../logger.ts";
-import { decodeCursor, encodeCursor } from "./pagination.ts";
+import { getDatabase } from "../database/drizzle.js";
+import { attachmentsTable, messagesTable } from "../database/schema.js";
+import { createChildLogger } from "../logger.js";
+import { decodeCursor, encodeCursor } from "./pagination.js";
 import type {
   AttachmentRecord,
   MessageQuery,
   MessageRecord,
   PageResult,
-} from "./types";
+} from "./types.js";
 
 const logger = createChildLogger("message-store");
 
@@ -105,7 +105,7 @@ function pageMessages(
   return { data, nextCursor };
 }
 
-export { decodeCursor, encodeCursor } from "./pagination.ts";
+export { decodeCursor, encodeCursor } from "./pagination.js";
 
 export async function insertMessage(message: MessageRecord): Promise<void> {
   try {
diff --git a/src/moderation/types.ts b/src/moderation/types.ts
index 2084477..bc70e0f 100644
--- a/src/moderation/types.ts
+++ b/src/moderation/types.ts
@@ -1,4 +1,4 @@
-import type { BroadcasterClient, ModerationBroadcaster } from "./broadcaster";
+import type { BroadcasterClient, ModerationBroadcaster } from "./broadcaster.js";
 
 export type AIStatus = "pending" | "clean" | "warn" | "flagged" | "error";
 
diff --git a/src/muxer-aup3.ts b/src/muxer-aup3.ts
index 807cecc..244937b 100644
--- a/src/muxer-aup3.ts
+++ b/src/muxer-aup3.ts
@@ -1,6 +1,6 @@
 import fs from "fs";
 import path from "path";
-import { buildMuxFfmpegArgs, runFfmpeg } from "./audio/ffmpegProcess";
+import { buildMuxFfmpegArgs, runFfmpeg } from "./audio/ffmpegProcess.js";
 
 const recordingsDir = process.env.RECORDINGS_DIR ?? "./recordings";
 
diff --git a/src/muxer-queue.ts b/src/muxer-queue.ts
index 3c49144..8aa6f43 100644
--- a/src/muxer-queue.ts
+++ b/src/muxer-queue.ts
@@ -2,9 +2,9 @@ import { and, asc, eq, lt, sql } from "drizzle-orm";
 import {
   getDatabase as getDrizzleDatabase,
   initializeDatabase,
-} from "./database/drizzle";
-import { muxerJobsTable, uiStateTable } from "./database/schema";
-import { createChildLogger } from "./logger";
+} from "./database/drizzle.js";
+import { muxerJobsTable, uiStateTable } from "./database/schema.js";
+import { createChildLogger } from "./logger.js";
 
 const logger = createChildLogger("muxer-queue");
 
diff --git a/src/muxer.ts b/src/muxer.ts
index 070c0eb..5a2a3c4 100644
--- a/src/muxer.ts
+++ b/src/muxer.ts
@@ -1,6 +1,6 @@
 import fs from "fs";
 import path from "path";
-import { buildMuxFfmpegArgs, runFfmpeg } from "./audio/ffmpegProcess";
+import { buildMuxFfmpegArgs, runFfmpeg } from "./audio/ffmpegProcess.js";
 
 const recordingsDir = process.env.RECORDINGS_DIR ?? "./recordings";
 
diff --git a/src/player.ts b/src/player.ts
index 66afedb..ed7d6ee 100644
--- a/src/player.ts
+++ b/src/player.ts
@@ -11,7 +11,7 @@ import {
 import type {
   DiscordPlayerOwner,
   DiscordPlayOptions,
-} from "./media/mediaTypes";
+} from "./media/mediaTypes.js";
 
 export class DiscordPlayer {
   private player: AudioPlayer;
diff --git a/src/recorder.ts b/src/recorder.ts
index e0dbbfb..abf5fca 100644
--- a/src/recorder.ts
+++ b/src/recorder.ts
@@ -10,24 +10,24 @@ import {
   VoiceConnectionStatus,
 } from "@discordjs/voice";
 import type { Client, VoiceChannel } from "discord.js-selfbot-v13";
-import { config } from "./config";
-import { createChildLogger } from "./logger";
-import { PacketFilter } from "./packetFilter";
-import { subscribeToAudioStream } from "./recorder/audioStream";
-import { OpusDecoder } from "./recorder/decoder";
+import { config } from "./config.js";
+import { createChildLogger } from "./logger.js";
+import { PacketFilter } from "./packetFilter.js";
+import { subscribeToAudioStream } from "./recorder/audioStream.js";
+import { OpusDecoder } from "./recorder/decoder.js";
 import {
   collectUserMetadata,
   createSegmentMetadata,
-} from "./recorder/metadata";
-import { SegmentManager } from "./recorder/segment";
+} from "./recorder/metadata.js";
+import { SegmentManager } from "./recorder/segment.js";
 import {
   createRecordingSession,
   finalizeRecordingSession,
   type RecordingSession,
-} from "./recorder/sessionRecording";
-import { uploadRecordingSegment } from "./recorder/uploader";
-import { retryWithBackoff } from "./retry";
-import type { PcmBroadcaster } from "./types";
+} from "./recorder/sessionRecording.js";
+import { uploadRecordingSegment } from "./recorder/uploader.js";
+import { retryWithBackoff } from "./retry.js";
+import type { PcmBroadcaster } from "./types.js";
 
 const logger = createChildLogger("recorder");
 
diff --git a/src/recorder/audioStream.ts b/src/recorder/audioStream.ts
index 4bb6f81..cfdd623 100644
--- a/src/recorder/audioStream.ts
+++ b/src/recorder/audioStream.ts
@@ -1,5 +1,5 @@
 import { EndBehaviorType, type VoiceReceiver } from "@discordjs/voice";
-import { config } from "../config";
+import { config } from "../config.js";
 
 export interface AudioStreamHandlers {
   onPacket: (chunk: Buffer) => void;
diff --git a/src/recorder/decoder.ts b/src/recorder/decoder.ts
index 0803716..699f53f 100644
--- a/src/recorder/decoder.ts
+++ b/src/recorder/decoder.ts
@@ -1,6 +1,6 @@
 import { createRequire } from "node:module";
 import * as prism from "prism-media";
-import { config } from "../config";
+import { config } from "../config.js";
 
 const require = createRequire(import.meta.url);
 
diff --git a/src/recorder/metadata.ts b/src/recorder/metadata.ts
index 5638cf8..afd1f36 100644
--- a/src/recorder/metadata.ts
+++ b/src/recorder/metadata.ts
@@ -1,7 +1,7 @@
 import path from "node:path";
 import type { Client, VoiceChannel } from "discord.js-selfbot-v13";
-import { config } from "../config";
-import type { SegmentMetadata, SegmentState, UserMetadata } from "../types";
+import { config } from "../config.js";
+import type { SegmentMetadata, SegmentState, UserMetadata } from "../types.js";
 
 export async function collectUserMetadata(
   client: Client,
diff --git a/src/recorder/segment.ts b/src/recorder/segment.ts
index e850d29..c0018a9 100644
--- a/src/recorder/segment.ts
+++ b/src/recorder/segment.ts
@@ -1,7 +1,7 @@
 import fs from "node:fs";
 import path from "node:path";
 import * as prism from "prism-media";
-import type { SegmentState } from "../types";
+import type { SegmentState } from "../types.js";
 
 export function buildSegmentPaths(
   userDir: string,
diff --git a/src/recorder/sessionRecording.ts b/src/recorder/sessionRecording.ts
index 3cb7937..de2f38d 100644
--- a/src/recorder/sessionRecording.ts
+++ b/src/recorder/sessionRecording.ts
@@ -3,8 +3,8 @@ import path from "node:path";
 import {
   buildMuxFfmpegArgs,
   runFfmpeg as defaultRunFfmpeg,
-} from "../audio/ffmpegProcess";
-import type { UserMetadata } from "../types";
+} from "../audio/ffmpegProcess.js";
+import type { UserMetadata } from "../types.js";
 
 export type SessionRecordingStatus =
   | "pending"
diff --git a/src/recorder/uploader.ts b/src/recorder/uploader.ts
index 0843aad..3751874 100644
--- a/src/recorder/uploader.ts
+++ b/src/recorder/uploader.ts
@@ -1,13 +1,13 @@
 import fs from "node:fs";
 import path from "node:path";
-import { config } from "../config";
+import { config } from "../config.js";
 import {
   insertVoiceRecording,
   updateVoiceRecordingAsFailed,
   updateVoiceRecordingAsUploaded,
-} from "../database/voiceRecordingRepo";
-import { createChildLogger } from "../logger";
-import { uploadToTele } from "../uploader/teleUpload";
+} from "../database/voiceRecordingRepo.js";
+import { createChildLogger } from "../logger.js";
+import { uploadToTele } from "../uploader/teleUpload.js";
 
 const logger = createChildLogger("recording-uploader");
 
diff --git a/src/retry.ts b/src/retry.ts
index 819ab0e..1b4ca8a 100644
--- a/src/retry.ts
+++ b/src/retry.ts
@@ -1,5 +1,5 @@
 import pRetry from "p-retry";
-import type { CustomLogger } from "./logger.ts";
+import type { CustomLogger } from "./logger.js";
 
 export interface RetryOptions {
   retries?: number;
diff --git a/src/routes/analysisRoutes.ts b/src/routes/analysisRoutes.ts
index 4befc08..d58c670 100644
--- a/src/routes/analysisRoutes.ts
+++ b/src/routes/analysisRoutes.ts
@@ -1,16 +1,16 @@
 import type { Router } from "express";
 import express from "express";
-import { AppError } from "../errors";
+import { AppError } from "../errors.js";
 import {
   getAnalysisQueueStatus,
   queueMessageAnalysis,
-} from "../moderation/aiAnalyzer";
+} from "../moderation/aiAnalyzer.js";
 import {
   getMessageById,
   searchMessages,
   updateMessageAIAnalysis,
-} from "../moderation/messageStore";
-import type { MessageRecord } from "../moderation/types";
+} from "../moderation/messageStore.js";
+import type { MessageRecord } from "../moderation/types.js";
 
 export function createAnalysisRoutes(): Router {
   const router = express.Router();
diff --git a/src/routes/mediaRoutes.ts b/src/routes/mediaRoutes.ts
index ff892ca..0713d40 100644
--- a/src/routes/mediaRoutes.ts
+++ b/src/routes/mediaRoutes.ts
@@ -1,8 +1,8 @@
 import type { NextFunction, Request, Response, Router } from "express";
 import express from "express";
-import { AppError } from "../errors";
-import type { MediaController } from "../media/mediaController";
-import type { MediaMode } from "../media/mediaTypes";
+import { AppError } from "../errors.js";
+import type { MediaController } from "../media/mediaController.js";
+import type { MediaMode } from "../media/mediaTypes.js";
 
 export type MediaRouteController = Pick<
   MediaController,
diff --git a/src/routes/messageRoutes.ts b/src/routes/messageRoutes.ts
index 63c9024..610b7e1 100644
--- a/src/routes/messageRoutes.ts
+++ b/src/routes/messageRoutes.ts
@@ -1,14 +1,14 @@
 import type { Router } from "express";
 import express from "express";
-import { AppError } from "../errors";
+import { AppError } from "../errors.js";
 import {
   getAttachmentsByChannel,
   getMessageById,
   getMessagesByChannel,
   listMessages,
   listReviewMessages,
-} from "../moderation/messageStore";
-import type { AIStatus, MessageQuery } from "../moderation/types";
+} from "../moderation/messageStore.js";
+import type { AIStatus, MessageQuery } from "../moderation/types.js";
 
 const aiStatuses = new Set<AIStatus>([
   "pending",
diff --git a/src/routes/recordingsRoutes.ts b/src/routes/recordingsRoutes.ts
index 31df3ef..56ca5ba 100644
--- a/src/routes/recordingsRoutes.ts
+++ b/src/routes/recordingsRoutes.ts
@@ -4,9 +4,9 @@ import {
   type Response,
   Router,
 } from "express";
-import { listVoiceRecordings } from "../database/voiceRecordingRepo";
-import { AppError } from "../errors";
-import { createChildLogger } from "../logger";
+import { listVoiceRecordings } from "../database/voiceRecordingRepo.js";
+import { AppError } from "../errors.js";
+import { createChildLogger } from "../logger.js";
 
 const logger = createChildLogger("recordings-routes");
 
diff --git a/src/routes/syncRoutes.ts b/src/routes/syncRoutes.ts
index f858878..f34549e 100644
--- a/src/routes/syncRoutes.ts
+++ b/src/routes/syncRoutes.ts
@@ -1,9 +1,9 @@
 import type { Client } from "discord.js-selfbot-v13";
 import type { Router } from "express";
 import express from "express";
-import { AppError } from "../errors";
-import { createChildLogger } from "../logger";
-import { syncSelectedChannelBacklog } from "../moderation/backlogSync";
+import { AppError } from "../errors.js";
+import { createChildLogger } from "../logger.js";
+import { syncSelectedChannelBacklog } from "../moderation/backlogSync.js";
 
 const logger = createChildLogger("sync-routes");
 const BACKLOG_SYNC_COOLDOWN_MS = 5 * 60 * 1000;
diff --git a/src/routes/uiStateRoutes.ts b/src/routes/uiStateRoutes.ts
index ac1d59c..6a0842c 100644
--- a/src/routes/uiStateRoutes.ts
+++ b/src/routes/uiStateRoutes.ts
@@ -1,6 +1,6 @@
 import type { Router } from "express";
 import express from "express";
-import type { SharedUIState, SharedUIStatePatch } from "../state/uiState";
+import type { SharedUIState, SharedUIStatePatch } from "../state/uiState.js";
 
 export { SharedUIState, SharedUIStatePatch };
 
diff --git a/src/routes/voiceRoutes.ts b/src/routes/voiceRoutes.ts
index 9c49db9..895fd7d 100644
--- a/src/routes/voiceRoutes.ts
+++ b/src/routes/voiceRoutes.ts
@@ -1,10 +1,10 @@
 import type { NextFunction, Request, Response, Router } from "express";
 import express from "express";
-import { AppError } from "../errors";
-import { createChildLogger } from "../logger";
-import type { ModerationBroadcaster } from "../moderation/broadcaster";
-import type { VoiceController } from "../voiceController";
-import type { SharedUIState } from "./uiStateRoutes";
+import { AppError } from "../errors.js";
+import { createChildLogger } from "../logger.js";
+import type { ModerationBroadcaster } from "../moderation/broadcaster.js";
+import type { VoiceController } from "../voiceController.js";
+import type { SharedUIState } from "./uiStateRoutes.js";
 
 const logger = createChildLogger("voice-routes");
 
diff --git a/src/state/mediaSettings.ts b/src/state/mediaSettings.ts
index 84064e1..ed38d75 100644
--- a/src/state/mediaSettings.ts
+++ b/src/state/mediaSettings.ts
@@ -1,4 +1,4 @@
-import { getPersistedValue, setPersistedValue } from "../muxer-queue";
+import { getPersistedValue, setPersistedValue } from "../muxer-queue.js";
 
 export interface MediaSettings {
   musicVolume: number;
diff --git a/src/state/uiState.ts b/src/state/uiState.ts
index ac2b99d..e3cd9c2 100644
--- a/src/state/uiState.ts
+++ b/src/state/uiState.ts
@@ -1,4 +1,4 @@
-import { getPersistedValue, setPersistedValue } from "../muxer-queue";
+import { getPersistedValue, setPersistedValue } from "../muxer-queue.js";
 
 export type ActiveTab =
   | "voice"
diff --git a/src/streaming/transcoder.ts b/src/streaming/transcoder.ts
index 0107291..48d0067 100644
--- a/src/streaming/transcoder.ts
+++ b/src/streaming/transcoder.ts
@@ -1,9 +1,9 @@
 import { ChildProcess, spawn } from "node:child_process";
 import type { Readable } from "node:stream";
 import { PassThrough } from "node:stream";
-import { createChildLogger } from "../logger";
-import { transcoderRestartsCounter, transcoderRunningGauge } from "../metrics";
-import { retryWithBackoff } from "../retry";
+import { createChildLogger } from "../logger.js";
+import { transcoderRestartsCounter, transcoderRunningGauge } from "../metrics.js";
+import { retryWithBackoff } from "../retry.js";
 
 const logger = createChildLogger("transcoder");
 
diff --git a/src/uploader/teleUpload.ts b/src/uploader/teleUpload.ts
index 6309322..16839be 100644
--- a/src/uploader/teleUpload.ts
+++ b/src/uploader/teleUpload.ts
@@ -1,5 +1,5 @@
-import type { CustomLogger } from "../logger";
-import { retryWithBackoff } from "../retry";
+import type { CustomLogger } from "../logger.js";
+import { retryWithBackoff } from "../retry.js";
 
 export interface TeleUploadResponse {
   download_url: string;
diff --git a/src/voiceController.ts b/src/voiceController.ts
index 20e66c0..50fa528 100644
--- a/src/voiceController.ts
+++ b/src/voiceController.ts
@@ -1,9 +1,9 @@
 import { getVoiceConnection, type VoiceConnection } from "@discordjs/voice";
 import type { Client, Guild, VoiceChannel } from "discord.js-selfbot-v13";
-import { AppError } from "./errors";
-import { createChildLogger } from "./logger";
-import { discordPlayer } from "./player";
-import { startRecording, stopRecording } from "./recorder";
+import { AppError } from "./errors.js";
+import { createChildLogger } from "./logger.js";
+import { discordPlayer } from "./player.js";
+import { startRecording, stopRecording } from "./recorder.js";
 
 const logger = createChildLogger("voice-controller");
 
diff --git a/src/webserver.ts b/src/webserver.ts
index 0dc0b9f..cd12a2b 100644
--- a/src/webserver.ts
+++ b/src/webserver.ts
@@ -1 +1 @@
-export { startWebserver } from "./http/server";
+export { startWebserver } from "./http/server.js";
diff --git a/src/ws/broadcastGlobals.ts b/src/ws/broadcastGlobals.ts
index 832c326..54b2a59 100644
--- a/src/ws/broadcastGlobals.ts
+++ b/src/ws/broadcastGlobals.ts
@@ -1,8 +1,8 @@
-import type { createChildLogger } from "../logger";
+import type { createChildLogger } from "../logger.js";
 import type {
   BroadcasterClient,
   ModerationBroadcaster,
-} from "../moderation/types";
+} from "../moderation/types.js";
 
 type Logger = ReturnType<typeof createChildLogger>;
 
diff --git a/src/ws/server.ts b/src/ws/server.ts
index 4229ff1..be2c879 100644
--- a/src/ws/server.ts
+++ b/src/ws/server.ts
@@ -1,9 +1,9 @@
 import type { Server as HttpServer } from "node:http";
 import { WebSocketServer } from "ws";
-import type { createChildLogger } from "../logger";
-import type { MediaController } from "../media/mediaController";
-import type { ModerationBroadcaster } from "../moderation/types";
-import { createVoiceAudioBridge } from "./voiceAudioBridge";
+import type { createChildLogger } from "../logger.js";
+import type { MediaController } from "../media/mediaController.js";
+import type { ModerationBroadcaster } from "../moderation/types.js";
+import { createVoiceAudioBridge } from "./voiceAudioBridge.js";
 
 type Logger = ReturnType<typeof createChildLogger>;
 
diff --git a/src/ws/voiceAudioBridge.ts b/src/ws/voiceAudioBridge.ts
index b98c4cc..bb605be 100644
--- a/src/ws/voiceAudioBridge.ts
+++ b/src/ws/voiceAudioBridge.ts
@@ -1,8 +1,8 @@
 import { AudioPlayerStatus } from "@discordjs/voice";
 import * as prism from "prism-media";
-import { rmsDb, upsample24kMonoTo48kStereo } from "../audio/pcm";
-import type { createChildLogger } from "../logger";
-import { discordPlayer } from "../player";
+import { rmsDb, upsample24kMonoTo48kStereo } from "../audio/pcm.js";
+import type { createChildLogger } from "../logger.js";
+import { discordPlayer } from "../player.js";
 
 type Logger = ReturnType<typeof createChildLogger>;