Kirk McElhearnSenior Contributor, Macworld

Senior contributor Kirk McElhearn (@mcelhearn) writes The Ask the iTunes Guy column and writes about Macs, music and more on his blog Kirkville. He's also the author of Take Control of iTunes 11: The FAQ.

Of iTunes and iBooks

Along with Mavericks came an iBooks desktop app. And that's caused a lot of confusion for iTunes users. Kirk tackles ebooks queries, plus a question about smart playlists with nested conditions, and a way to keep Christmas music from coming up in shuffle mode on an iPod.

Your tricky iTunes questions answered

Sometime the questions we get are head-scratchers. This week's column deals with tagging high-resolution AIFF files, making a music-only iTunes library, sorting music by date on an iPod classic, and more.

Deal with WAV files and combine random tracks into albums

This week's column deals with tagging WAV files, making tracks into an album, and more.

Restore album art on iOS devices, and get the iTunes Store app to work in iOS 7

This week's column deals with missing album art on iOS devices, problems with the iTunes Store app in iOS 7, and more.

Secrets of the iOS 7 keyboard

Uncover hidden characters and handy shortcuts with this guide to your iOS device's keyboard.

Teach Siri to pronounce names

Tired of Siri mangling your moniker? Now you can finally teach it how to say your name (and others' names) correctly.

Rename iTunes Radio stations and find missing podcasts

iTunes 11.1 brings some new features. And some new problems.

Beyond Siri: Dictation tricks for the iPhone and iPad

Tired of trying to type on your iPhone or iPad's tiny keyboard? Try these tricks for dictating.

Six great TextEdit tricks

Think you need Microsoft Word to take care of basic writing tasks? You might already have all you need: Apple's free TextEdit.

More on playlists and syncing music to an iPod shuffle

The iTunes Guy answers several questions about playlists, and a bonus query about syncing music to an iPod shuffle.

iTunes tagging basics and tips

Master iTunes tags with our helpful how-to.

The problem with Apple IDs

You use your Apple ID to buy music, movies, apps, and more from the iTunes Store. But Senior Contributor Kirk McElhearn says that Apple IDs are significantly flawed, and have been for a long while. Here's what he says Apple needs to fix.

Sort artists by last name and find missing digital booklets

In this grab bag, we answer questions about missing digital booklets, how to sort artists by lat name, embedding album art in purchased files, and more.

Help with OS X's Help

Everyone needs a helping hand from time to time. Kirk McElhearn shows you how to get the most out of OS X's Help system, plus some tricks for making it behave.

Solving Apple ID frustrations

Your Apple ID ties you and your iTunes Store content together. Here are ways to fix some common Apple ID problems.