Available for macOS · In Development

The modern way
to manage
your iPod.

ThirtyPin syncs your music library to classic iPods — directly from macOS, without iTunes, without subscriptions, without compromise.

Requires macOS 13 Ventura or later · Named after the connector that defined an era

“iTunes no longer syncs classic iPods. Music.app won’t touch them. Your collection deserves better.”

ThirtyPin does.

Features

Everything you need.
Nothing you don’t.

ThirtyPin is purpose-built for one job: getting your music onto your iPod, reliably, safely, and without the baggage of legacy software.

🎵

No iTunes Required

Point ThirtyPin at any folder of music files. No library imports, no database migrations, no Apple ID. Just your music, your way.

👁

Preview Before You Sync

ThirtyPin builds a complete sync plan — every add, update, and removal — before a single file moves. Review it, then commit.

🔄

Automatic Transcoding

Formats your iPod can’t play are automatically converted via FFmpeg. Configure the target format and bitrate to balance quality and space.

🔒

Safe by Default

In Safe mode, ThirtyPin only removes tracks it previously added. Tracks synced by iTunes or Music.app are never touched unless you say so.

🌐

Every iPod Generation

From the original 2001 iPod to the iPod Classic 7th gen, every Nano, every Shuffle — ThirtyPin knows them all, including their capabilities.

🎨

Artwork Support

Album art is synced to every compatible device. ThirtyPin reads embedded artwork and folder-level images, and respects each model’s limits.

How It Works

Three steps to your first sync.

ThirtyPin is designed to get out of your way. No accounts, no cloud, no waiting.

1

Choose your music folder

Point ThirtyPin at the folder that holds your music files. It scans the tree, reads metadata, and builds your library — artists, albums, artwork and all.

2

Connect your iPod

Plug in your iPod with a USB cable. ThirtyPin detects it automatically, identifies the model, and reads what’s already on it.

3

Review the plan & sync

Select your iPod from the sidebar, choose which artists or albums to sync, review the plan, and hit Sync. ThirtyPin handles the rest.

Compatibility

Works with every classic iPod.

Named after the 30-pin connector that defined an era, ThirtyPin supports every iPod generation — from the very first to the last.

iPod Classic

  • iPod (1st Generation)
  • iPod (2nd Generation)
  • iPod (3rd Generation)
  • iPod (4th Generation)
  • iPod Photo (4th Gen Color)
  • iPod Video (5th Generation)
  • iPod Classic (6th Generation)
  • iPod Classic (7th Generation)
  • iPod mini

iPod Nano

  • iPod Nano (1st Generation)
  • iPod Nano (2nd Generation)
  • iPod Nano (3rd Generation)
  • iPod Nano (4th Generation)
  • iPod Nano (5th Generation)
  • iPod Nano (6th Generation)
  • iPod Nano (7th Generation)

iPod Shuffle

  • iPod Shuffle (1st Generation)
  • iPod Shuffle (2nd Generation)
  • iPod Shuffle (3rd Generation)
  • iPod Shuffle (4th Generation)

Supported Formats

  • MP3
  • AAC / M4A
  • ALAC (Classic & Nano)
  • WAV / AIFF
  • Any format via FFmpeg transcoding

Coming Soon

Ready to bring your iPod back to life?

ThirtyPin is in active development. Leave your email and we’ll send you a single note when it’s ready to download.

Email Me When It’s Ready

One email when ThirtyPin launches. Nothing else.