diff --git a/lib/index.ts b/lib/index.ts
index ccd03fbbe..968176bf7 100644
--- a/lib/index.ts
+++ b/lib/index.ts
@@ -1,9 +1,19 @@
 /* eslint-disable require-atomic-updates */
 
-import { existsSync, mkdirp, readFile, remove, stat, readFileSync } from 'fs-extra';
-import { need, system } from 'pkg-fetch';
 import assert from 'assert';
+import { execSync } from 'child_process';
+import {
+  existsSync,
+  mkdirp,
+  readFile,
+  remove,
+  stat,
+  readFileSync,
+  writeFileSync,
+  copyFileSync,
+} from 'fs-extra';
 import minimist from 'minimist';
+import { need, system } from 'pkg-fetch';
 import path from 'path';
 
 import { log, wasReported } from './log';
@@ -17,6 +27,7 @@ import { shutdown } from './fabricator';
 import walk, { Marker, WalkerParams } from './walker';
 import { Target, NodeTarget, SymLinks } from './types';
 import { CompressType } from './compress_type';
+import { patchMachOExecutable } from './mach-o';
 
 const { version } = JSON.parse(
   readFileSync(path.join(__dirname, '../package.json'), 'utf-8')
@@ -269,7 +280,6 @@ export async function exec(argv2: string[]) {
   // doCompress
   const algo = argv.C || argv.compress || 'None';
 
-
   let doCompress: CompressType = CompressType.None;
   switch (algo.toLowerCase()) {
     case 'brotli':
@@ -284,8 +294,9 @@ export async function exec(argv2: string[]) {
       break;
     default:
       // eslint-disable-next-line no-console
-      throw wasReported(`Invalid compression algorithm ${algo} ( should be None, Brotli or Gzip)`);
-
+      throw wasReported(
+        `Invalid compression algorithm ${algo} ( should be None, Brotli or Gzip)`
+      );
   }
   if (doCompress !== CompressType.None) {
     // eslint-disable-next-line no-console
@@ -350,7 +361,7 @@ export async function exec(argv2: string[]) {
       if (!existsSync(inputBin)) {
         throw wasReported(
           'Bin file does not exist (taken from package.json ' +
-          "'bin' property)",
+            "'bin' property)",
           [inputBin]
         );
       }
@@ -554,6 +565,16 @@ export async function exec(argv2: string[]) {
     if (f && bytecode) {
       f.binaryPath = await needViaCache(f as NodeTarget);
 
+      if (f.platform === 'macos') {
+        // ad-hoc sign the base binary temporarily to generate bytecode
+        // due to the new mandatory signing requirement
+        const signedBinaryPath = `${f.binaryPath}-signed`;
+        await remove(signedBinaryPath);
+        copyFileSync(f.binaryPath, signedBinaryPath);
+        execSync(`codesign --sign - ${signedBinaryPath}`);
+        f.binaryPath = signedBinaryPath;
+      }
+
       if (f.platform !== 'win') {
         await plusx(f.binaryPath);
       }
@@ -632,8 +653,28 @@ export async function exec(argv2: string[]) {
     }
 
     const slash = target.platform === 'win' ? '\\' : '/';
-    await producer({ backpack, bakes, slash, target: target as Target, symLinks, doCompress });
+    await producer({
+      backpack,
+      bakes,
+      slash,
+      target: target as Target,
+      symLinks,
+      doCompress,
+    });
+
     if (target.platform !== 'win' && target.output) {
+      if (target.platform === 'macos') {
+        // patch executable to allow code signing
+        const buf = patchMachOExecutable(readFileSync(target.output));
+        writeFileSync(target.output, buf);
+
+        if (hostPlatform === 'macos') {
+          // sign executable ad-hoc to workaround the new mandatory signing requirement
+          // users can always replace the signature if necessary
+          execSync(`codesign --sign - ${target.output}`);
+        }
+      }
+
       await plusx(target.output);
     }
   }
diff --git a/lib/mach-o.ts b/lib/mach-o.ts
new file mode 100644
index 000000000..c0e1719bf
--- /dev/null
+++ b/lib/mach-o.ts
@@ -0,0 +1,58 @@
+function parseCStr(buf: Buffer) {
+  for (let i = 0; i < buf.length; i += 1) {
+    if (buf[i] === 0) {
+      return buf.slice(0, i).toString();
+    }
+  }
+}
+
+function patchCommand(type: number, buf: Buffer, file: Buffer) {
+  // segment_64
+  if (type === 0x19) {
+    const name = parseCStr(buf.slice(0, 16));
+
+    if (name === '__LINKEDIT') {
+      const fileoff = buf.readBigUInt64LE(32);
+      const vmsize_patched = BigInt(file.length) - fileoff;
+      const filesize_patched = vmsize_patched;
+
+      buf.writeBigUInt64LE(vmsize_patched, 24);
+      buf.writeBigUInt64LE(filesize_patched, 40);
+    }
+  }
+
+  // symtab
+  if (type === 0x2) {
+    const stroff = buf.readUInt32LE(8);
+    const strsize_patched = file.length - stroff;
+
+    buf.writeUInt32LE(strsize_patched, 12);
+  }
+}
+
+function patchMachOExecutable(file: Buffer) {
+  const align = 8;
+  const hsize = 32;
+
+  const ncmds = file.readUInt32LE(16);
+  const buf = file.slice(hsize);
+
+  for (let offset = 0, i = 0; i < ncmds; i += 1) {
+    const type = buf.readUInt32LE(offset);
+
+    offset += 4;
+    const size = buf.readUInt32LE(offset) - 8;
+
+    offset += 4;
+    patchCommand(type, buf.slice(offset, offset + size), file);
+
+    offset += size;
+    if (offset & align) {
+      offset += align - (offset & align);
+    }
+  }
+
+  return file;
+}
+
+export { patchMachOExecutable };