diff --git a/src/main/skills/skill-package-creation.test.ts b/src/main/skills/skill-package-creation.test.ts
index cfbb2746964..605c7f36c8b 100644
--- a/src/main/skills/skill-package-creation.test.ts
+++ b/src/main/skills/skill-package-creation.test.ts
@@ -125,7 +125,7 @@ describe('skill package creation and extraction', () => {
       archiveSha256: created.archiveSha256,
       packageDigest: created.manifest.packageDigest
     }).toEqual({
-      archiveSha256: '6537c6c1820e08f175206df49bc918893770efc464916724869f78374709f90f',
+      archiveSha256: '4a62b276b1e8100f0b437f2f0aa182d844768160ba30c5f76afd027acfe50ac8',
       packageDigest: '3bb1fc63cfea2f2b7f2cf80e539735eebd5bfb6aa65f47cf0db7e9fd35297f57'
     })
   })
diff --git a/src/main/skills/skill-package-tar.ts b/src/main/skills/skill-package-tar.ts
index f2a453fcff9..f4295939396 100644
--- a/src/main/skills/skill-package-tar.ts
+++ b/src/main/skills/skill-package-tar.ts
@@ -80,6 +80,23 @@ async function writeWithBackpressure(stream: Writable, bytes: Buffer): Promise<v
   }
 }
 
+function portableGzipHeader(): Transform {
+  let emittedBytes = 0
+  return new Transform({
+    transform(chunk: Buffer, _encoding, callback) {
+      if (emittedBytes <= 9 && emittedBytes + chunk.length > 9) {
+        const portable = Buffer.from(chunk)
+        portable[9 - emittedBytes] = 0xff
+        emittedBytes += chunk.length
+        callback(null, portable)
+        return
+      }
+      emittedBytes += chunk.length
+      callback(null, chunk)
+    }
+  })
+}
+
 export async function writeSkillTarGzip(
   archivePath: string,
   entries: readonly SkillTarWriteEntry[]
@@ -100,6 +117,7 @@ export async function writeSkillTarGzip(
   })
   const sink = pipeline(
     gzip,
+    portableGzipHeader(),
     hashTransform,
     createWriteStream(archivePath, { flags: 'wx', mode: 0o600 })
   )