Kirk McElhearnSenior Contributor, Macworld

Senior contributor Kirk McElhearn (@mcelhearn) writes The Ask the iTunes Guy column and the Hey Apple, Fix This! column, and writes about Macs, music and more on his blog Kirkville. He also runs Kirk's iTunes Forum, where users can discuss iTunes, iOS devices, music, and more. Kirk is the author of Take Control of iTunes 12: The FAQ.

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Ask the iTunes Guy: iTunes file conversion, album artwork, and more

Your questions about iTunes, answered by Kirk McElhearn.

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The Apple two-step: My disastrous attempt to use Apple’s two-factor authentication

2FA is a good idea to stay secure, but it shouldn’t be this hard to use it.

Ask the iTunes Guy: See your playback history, missing artist images, exporting playlists, and more

iTunes and Apple's Music app causing problems. Kirk McElhearn is here to help.

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Multiple Apple IDs just leads to multiple problems

Why can't Apple help its users manage and consolidate Apple ID accounts?

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Nuance Dragon Professional Individual for Mac 6.0 review: Better performance and accuracy

Speech recognition interface can mix mix dictating and typing in certain apps.

Ask the iTunes Guy: More of your questions about iOS 10’s Music app

You keep asking questions about iOS 10. Kirk McElhearn keeps answering them like a champ.

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How to better organize your classical music in iTunes 12.5

New Work and Movement tags put iTunes in the right direction for organizing classical music.

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Ask the iTunes Guy: Your questions about the iOS 10 Music app

Apple new Music app has people scrambling to find features that seem to have disappeared.

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Apple Music in iTunes just got more enjoyable and easier to use

Apple Music in iTunes 12.5 is a lot better the second time around.

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Shutting down the Apple Store for a new product is overkill

"The Apple Store is down! The Apple Store is down!" Why must we still do this every time?

Ask the iTunes Guy: Limited options for viewing music, album repeat, and duplicate tracks

Got questions about iTunes? Kirk McElhearn has the answers.

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When iTunes and iOS don't agree on how much free space an iPhone has

When it comes to available space, my iPhone says one thing, but iTunes says another. And it's maddening.

Ask the iTunes Guy: Selecting multiple playlists, iOS Music icons, and more

iTunes got you stumped? Kirk McElhearn is here to help.

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5 ways to launch Mac apps from the keyboard

Your hands never have to leave the keyboard when you need to open an app.

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Siri-ous mistakes: Apple's personal assistant still needs a lot of work

Siri performs well in Apple’s ads, but in real life, it’s a different story.