I’ve just acquired an iPod touch and I’m in love.

One small issue, though. I’ve added a bundle of addresses in the past few weeks using the touch, but only yesterday did I realise that they could be placed in groups if you were IN the group already when you started adding the new entry. So there’s a whole load of ungrouped entries in my (frighteningly big) address book.

The logical thing would be to make a smart group for stuff that, say, isn’t in a dumb group. But I couldn’t see a smart group option for that. Any bright ideas?

I would like to poll the masses on how to create really smart playlists in iTunes for use on flash-memory based iPods. How can you set up the playlist so that you select songs from your library and replace them upon syncing after listening to a given track. Making the smart playlists is easy- however I can’t get the songs to replace upon syncing.

For some time now, I’ve encouraged people to consider abandoning the byzantine folder structure that most of us used to employ to “organize” our email. In fact, this kind of functional simplicity is something I’ve started to think of as a pillar of Inbox Zero.

In addition to helping explode the myth that most email messages have any life once their actions have been liberated, it’s a healthy habit to actively remove any unnecessary systematic fiddling that doesn’t handsomely pay back the effort that habitually goes into it.

And, as ever: yes, some of you — because of the incredibly unique nature of your work in an office — will need to have 500 taxonomic mailboxes, a monthly archives by project, a person-by-person collection going back to 1983, and a multiply-copied CC’d team archives, coded by color and identified with helpful icons you found on Gopher in 1992. Sure, why not. If that’s working for you, by all means, keep fiddling and filing.

But, if you’re ready to admit you might be turning a crank that’s potentially not hooked-up to anything, here’s my four favorite ways to leverage the intelligence of Mail.app for drop-dead simple archiving.  read more »

It took me a while, but ever since I’ve gotten my head around Smart Folders (and Smart Playlists and Smart Groups, etc.), I’ve started to think about the way I use my Mac a bit differently.

Clearly iTunes is the winner in this regard (watch for an upcoming multi-part series about Smart Playlists on The Merlin Show), but the Finder, and Address Book, and Mail.app also have an amazing amount of power rumbling under the hood. So, in the interest of spreading the love, here’s four Mail.app Smart Mailboxes that have been rocking my world over the last months.  read more »

tow.com » MsgFiler

Lots of the kids are excited about the arrival of MsgFiler, which is a neat litte app for helping you file away your messages in Mail.app:

MsgFiler is a plug-in for Apple Mail which quickly files emails into existing mailbox folders. MsgFiler’s fast searching means you just have to type a few characters to find the right mailbox. Move selected messages with a click or open a mailbox without having to navigate the mailbox folder pane. MsgFiler is optimized for keyboard-only usage, perfect for Apple Mail power users.

Zesty.

But I’ll just play devil’s advocate on this one: if you find yourself inordinately excited about the arrival of this (admittedly clever) application, there’s an excellent chance that your email archiving system is unnecessarily complex and, in fact, is in need of a major streamlining. Discuss.  read more »

The success of yesterday’s post on the basics of Smart Playlists makes me think you might enjoy seeing a few more. So, today I want to show you how to get control of a very large iTunes library — to save space by getting rid of stuff you’re not enjoying or listening to, as well as bubble up stuff you may not even realize you like.

If you are an iTunes packrat but feel overwhelmed by your collection (or are simply running out of drive space), try these recipes for Smart Playlists to help you get it together.  read more »

I open the floor to all of you on a question of particular personal interest to me: How are you using Mail Tags?

While my uses of it to date have been helpful, I keep getting the feeling I’m not getting all that I can out of it — especially since the ability to associate Projects, Priorities, etc. to a message could make for some really enticing Smart Folders.

I wonder if my question is ultimately more taxonomic in nature — ultimately more about Spotlight in general or Tags in very very general: When tagging items on your Mac, what kind ‘-onomy’ are using? How strictly do you enforce your vocabulary? What are the best practices for someone who’s new to this?  read more »