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.

Ask the iTunes Guy: Special tagging issue

Kirk McElhearn returns to dive deeper into iTunes tagging including duplicated artist entries, working with the Year tag, and editing genre tags.

Ask the iTunes Guy: Mass-deleting iOS music, tracking playlists, and an empty year

Kirk McElhearn responds to your latest batch of iTunes questions in this installment of Ask the iTunes Guy.

Ask the iTunes Guy: Locating unique playlist tracks and the perils of the 25K track limit

In this edition of Ask the iTunes Guy, Kirk McElhearn teaches you how to find unique tracks within two playlists, eyeballs the downside of a too-large music library, and puts the kibosh on cross-border gifting.

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How (and why) you should clean up your iTunes tags

In the second part of his guide to tagging tracks in iTunes, Kirk McElhearn shows you how to clean and correct the tags you already have.

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The right way to tag everything in iTunes

Properly tagging your iTunes media isn't just about being a control freak: It's the best way to keep your media in order and to find the stuff you want to play.

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The best focused-writing apps for OS X

Looking for a great app for writing articles, blog entries, and other short bits of prose? We take a look at the best focused-writing apps for the Mac.

Ask the iTunes Guy: Glitchy tracks, numbers game, and too-large libraries

iTunes Guy Kirk McElhearn addresses issues of tracks that aren't all what they should be, unwanted track numbers, and libraries that are bigger than iTunes prefers.

Ask the iTunes Guy: Organizing media files, mixed genre smart playlists, and too-long syncs

Kirk McElhearn returns to address issues regarding media file organization, forgotten passwords, smart playlists with mixed genres, and slow device syncing.

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How to use the iTunes Wish List

In iTunes 11.1.4, the Wish List has become a lot easier to access and use. Here's how to make the most of it.

Dragon Dictate 4 review: Improved speech recognition makes for a more reliable app

The latest version of Nuance's speech recognition for the Mac is an excellent upgrade to an already great product, and it's the most reliable incarnation yet.

Ask the iTunes Guy: Chronological podcasts, redownloading media, and surround sound

Kirk McElhearn is back in the guise of the iTunes Guy addressing questions about podcast order, iTunes' Category tag, previously purchased media, and surround sound videos.

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Can an iPhone user learn to love Android?

Kirk McElhearn found that, unless you're deeply embedded in the Apple ecosystem, Android is a perfectly viable (and in some respects preferable) alternative to iOS.

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The secrets of OS X's text tools

Hidden away in a contextual menu are a bunch of handy text-manipulation tools that far too many Mac users overlook.

Ask the iTunes Guy: Obtaining old apps, excluding comedy, and making more navigable playlists

Kirk McElhearn, the iTunes Guy, returns to answer your most puzzling iTunes questions.

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Is iTunes Match right for you?

Kirk McElhearn breaks down who (and who isn't) a good candidate for iTunes Match.