Clickwill

How to manage an iPod classic on a Mac in 2026

iTunes is gone, but the iPod classic still works with a current Mac. Here are the six ways to put music on it and look after it, what each one is good at, and where each one stops.

I make Clickwill, one of the apps below, so keep that in mind. I've tried to describe every option the way its own makers do. Last checked 4 October 2026.

Short answer

If your music lives in the Music app and you just want it on the iPod, use Finder: it's built in. If you want to change what's already on the iPod, like album order, covers, titles or FLAC files, you need a separate app. Clickwill edits the iPod's own library on the Mac, Swinsian and iOpenPod sync from a library on your computer, WALTR PRO copies files over, and Rockbox replaces the iPod's software.

The options at a glance

OptionHow it worksBest forCostRuns on
Finder and MusicSyncs songs from the Music app to the iPodA library you already keep in MusicBuilt into macOSMac
ClickwillOpens the library on the iPod and edits it thereFixing and arranging what's on the iPod, FLAC, CDsFree alphaMac, macOS 26 or later
SwinsianMusic player that syncs to classic iPodsReplacing the Music app as your playerPaid, free trialMac
iOpenPodOpen source sync tool with its own libraryLinux and Windows, podcasts, videoFree, open sourceMac, Windows, Linux
WALTR PRODrag files onto the window to copy them overQuick one-off transfersPaid, free trialMac, Windows
RockboxReplaces the iPod's software; you copy foldersTinkerers who want a different playerFree, open sourceInstalled on the iPod

Finder and Music: Apple's way

Since macOS Catalina, iPod syncing lives in Finder. Connect the iPod, click it in the Finder sidebar, choose what to sync from your Music library, and click Sync. You can also turn on manual management and drag songs onto it.

Clickwill: edit the iPod itself

Clickwill is my app. Instead of keeping a library on the Mac and syncing it, it opens the library that's already on the iPod, so what you see is what's on the device. You make changes, they wait as pending changes, and nothing touches the iPod until you choose Write to iPod. A backup is taken before every write.

Guides: put songs on an iPod classic, manage songs on the iPod, put a CD on an iPod without iTunes.

Swinsian and iOpenPod: sync from your own library

Both work like iTunes used to: you keep a library on the computer and send it to the iPod.

WALTR PRO: copy files over

WALTR PRO from Softorino copies files you drag onto its window to iPhones, iPads and iPods, including the iPod classic, converting formats as needed. It's built for transfer rather than for arranging the library already on the iPod. WALTR PRO.

Rockbox: replace the iPod's software

Rockbox is open source firmware you install on the iPod. It plays FLAC and many other formats directly, and you add music by copying folders, with no database to sync. The trade-off is that you leave Apple's interface behind, Cover Flow included, and installing it takes some care. If you like the iPod the way Apple made it, you don't need Rockbox: the apps above all work with the original software. More in Do you need Rockbox on your iPod classic?

Which one should you use?

One thing that applies to all of them

If you manage the iPod with anything other than Finder, keep the Music app closed while the iPod is connected. When Music opens with an iPod connected, it can rebuild the iPod's menus, and the album and song order you set somewhere else can be reset.

Questions

Can I still use an iPod classic with a Mac in 2026?

Yes. macOS 26 still recognizes the iPod classic. Finder can sync it from the Music app, and apps like Clickwill, Swinsian, iOpenPod and WALTR PRO can put music on it without Music.

Is there an iTunes for the iPod classic on a new Mac?

iTunes is gone from current Macs. Its iPod sync moved to Finder, which syncs from the Music app. For the rest of what iTunes did, like editing the iPod's albums, covers and order, you need a separate app such as Clickwill.

Can I put FLAC on an iPod classic from a Mac?

Not with Finder and Music, because Music can't play FLAC. Clickwill and iOpenPod convert FLAC to Apple Lossless when they add it to the iPod. Rockbox plays FLAC directly but replaces the iPod's software.

How do I change the album order on an iPod classic?

The iPod sorts albums by the names stored in its library, and Finder and Music offer no way to change that order. Clickwill lets you drag albums into the order you want, with a preview of the iPod's Albums menu, and writes that order to the iPod.

Download Clickwill Free alpha for macOS 26 or later.