A detailed look at my “Frankenstein” fretless Fender Jazz Bass

I got my first bass — a black Fender Standard (MIM) Jazz Bass — when I was in high school. It wasn’t perfect, but it was a great starter bass. And even though I didn’t really like the black body — I’ve always found black and sunburst to be the most boring and overused guitar finishes — I loved that bass until I could afford to buy a better one, ten years later.

But I always felt like that bass was flawed because of something that was my own fault. I was a curious kid, and one night I decided to take the bass apart. I mean, absolutely as far apart as I could. I removed the strings, the neck, the pickguard, the control plate, the pickups, the bridge… I think I even removed the tuning machines and bridge saddles. And then I put it all back together again.

But I didn’t know what I was doing. I didn’t know that the pickup height should be adjusted for optimal volume balance, so I just cranked them all the way down. I didn’t know that the bridge saddles needed to be adjusted in two dimensions for optimal tuning and playability, so it was out of tune and had terrible action. I didn’t know that the neck tension rod should be adjusted so there was just the slightest concave curve to the neck, so I had fret buzz.

Basically, I just thought it was a mediocre instrument, when in fact I had made it that way.

The lesson I learned was that I should not make any adjustments to my instruments, and it took me decades to get over that.


Fast forward to 2019. I’ve been playing bass in a jazz quartet for a couple of years now, and I’ve been buying new basses! For the past decade I’d owned a really nice Fender Jaguar Bass (MIJ) — red with matching headstock and block inlays — and a kind-of-crappy 5-string MIM Jazz Bass. I decided since I was playing jazz, I needed a fretless, so I went for a minimal expenditure and bought a Squier Vintage Modified Jazz Bass.

I couldn’t believe how good the Squier was for the price! Better than my MIM Fender! So I decided to sell the 5-string. I was hardly playing it anyway. I was curious about short-scale basses, so I bought a MIM Fender Mustang. But I hated it. The quality was crap. I don’t know what’s going on in Fender’s Ensenada factory these days, but I’m not impressed.

For those who don’t know, Squier is Fender’s entry-level sub-brand. Originally a mid-level line made in Japan, then for many years they were very poorly made in China. These days, I’ve since learned, they’re mostly made in Indonesia, using mostly CNC robots (rather than overworked and mistreated human laborers) to keep costs low but consistency and quality much higher than their reputation would lead one to believe.

I also realized short scale was a bad choice if I was simultaneously trying to regain my feel for fretless, so I returned the Mustang and bought… a Squier Vintage Modified 5-string Jazz Bass. It’s also surprisingly great!

Then earlier this year I sold the Jaguar and upgraded to my first ever Precision Bass, an American Professional. It looks just like the bass I learned on that I borrowed from my high school, before I got that first black Jazz Bass. I love it!

But that got me thinking… now that I have a nice solid American Professional instrument, I wanted to tinker a bit with another bass.

As good as the Squier fretless was, I hated two things about it: the synthetic fingerboard material (it just didn’t give enough of a “woody” sound), and the boring sunburst finish. (See above.) By now I’m comfortable adjusting the neck tension, action, tuning, and pickup height, so the idea of doing some customizations (just not to my expensive American Professional!) is not intimidating anymore.

For 2019 Fender introduced a new “Classic Vibe” Squier series, and there I saw the bass of my dreams… a “Daphne blue” Jazz Bass. But it only came in fretted. So I decided this would become the basis for my Frankenstein monster!


Fast forward a few more months, and now the monster is complete. Pretty much the only parts of it that are still the original Squier are the blue body, the tortoise shell pickguard, and the control plate. Everything else is new, with the exception of the tuning machines, which I stole off the Squier fretless (I’ll get to that).

I just love that look of the Daphne blue body paint with the tortoise shell pickguard. That was the inspiration to make all of this happen!

Yes, there’s a bit of headstock vanity, as much as I’m ashamed to admit it… gotta have that Fender logo! But the main reason I wanted this Fender neck, instead of just sticking the Squier fretless neck I already had onto this (which I did, initially), was to get that nice rosewood fingerboard.

Funny thing… when you buy a stock neck from Fender, they really just send you the neck. It just has 4 holes in it for the tuning machines, but you have to supply those yourself. I could have bought a set, but I figured I’d just use the ones from the old Squier fretless neck that I didn’t need anymore. Of course, the screw holes didn’t line up quite right, so I had to drill new ones.

Nuts. The other thing about the stock neck is that the string grooves in the nut aren’t really there… just little pilot notches. You’re supposed to file it down yourself. But a set of nut files is like $80! I considered buying some, but then I learned that this synthetic nut material is soft enough that you can actually “file” it with a set of roundwound strings… so that’s what I did! (I play the fretless with flatwounds.) It’s not totally perfect, but it worked surprisingly well and didn’t cost a thing!

Seriously? Did I really need to swap out the neck mounting plate? Well, yes and no. No, of course I didn’t. But I kind of wanted to, to get rid of any traces of “Squier.” But there was actually a good, practical reason for this. I wasn’t 100% sure the screw holes for mounting the neck would line up properly between a Squier body and a Fender neck. I was pretty sure they would. But not positive. This was an inexpensive (about $15) way to confirm that it would work, before spending a couple hundred bucks on a neck. It worked!

A Fender hi-mass bridge. The stock Squier bridge was perfectly fine, but I didn’t care much for the changes they made to the bridge saddles with the Classic Vibe series. Initially I swapped in the saddles from the Vintage Modified fretless, but a hi-mass bridge is not a huge investment and it does improve sustain… plus it just looks better.

DiMarzio noiseless pickups. Without a doubt this was the best upgrade across the board. The stock pickups just had kind of a weak and undefined sound… it was impossible to get that classic Jazz Bass “twang” from the bridge pickup. Plus you could never really solo one pickup because the 60 Hz hum was awful! These pickups are a lot hotter than the stock ones and give a very distinctive tone. But most importantly, they’re wired as split coils so there’s absolutely zero hum with one pickup soloed!

Of course, there’s always something. These pickups are taller than the stock ones, and they couldn’t be seated low enough to have the proper distance from the strings. I needed to rout out the body cavities deeper for them. But I don’t own a router, or a drill press, or anything that you should probably have to do this job right. But I was determined to handle this the way I’ve handled everything else on this project: fast, cheap and out of control. I found the most suitable bit I had on hand for my hand drill, and set to work removing wood. The end result was pretty ugly (and honestly, still not quite deep enough), but it’s hidden, and now things look and sound great!

Why I’ve made the snap judgment that Apple Music is crap

First, let’s begin with several paragraphs of me explaining, in general, why I make snap judgments

As I’ve gotten older, my life seems to be more and more about resisting complexity. I want things to be simple. Part of that comes out of the aesthetics and principles of my job. The web has a tendency towards over-complication, and it’s my job to fight that.

Also, more generally, as you get older there are more and more decisions to be made in a day. Every hour, every minute, every second, you have to make a decision about something. It’s overwhelming and drains your soul. I have to prioritize the things that matter to me, and, more and more, cast the rest aside.

When something new comes along, I have to make a snap judgment. Not necessarily a permanent judgment. That would be foolish and self-defeating. But I do need to make that initial choice: whether or not to let this new thing occupy more of my time right now. Essentially, whether or not to give it a chance.

Sometimes I revisit things I never gave a chance the first time around. On rare occasions I discover that I missed out on something good, and I welcome it in. Most of the time, though, I just confirm that I was right to dismiss it in the first place.

Enter, Apple Music

This week’s biggest choice has been whether or not to embrace Apple Music. On the surface, it sounds like a no-brainer. Apple and Music are two of the biggest parts of my life. I have gulped down my glass of Apple Kool-Aid and asked for a refill, please and thank you. I was a music major in college. I make music, I listen to music. Over a span of 30+ years I have collected and pored over and obsessively thought about music.

Come to think of it, that’s probably the problem.

Apple Music seems like it’s for people who don’t already own a lot of music. I suppose all of the streaming music services are. After all, if you owned it, why would you stream it, other than convenience? But even then, you’d probably just stream it from your iTunes or Amazon library (both of which I have done, often).

From my perspective, owning a music library of over 23,000 songs (enough to play for 75 days, 9 hours and 39 minutes straight, 24 hours a day, without repeating a track), the subscription streaming services have never had much appeal, so I’ve never even tried Spotify, Rdio, etc. But, being an Apple fan, I somehow thought their service might be different. Might be for me. But I guess not.

What would a post like this be without a bullet list?

So what is it about Apple Music that has turned me off? It’s many things, actually:

  • The initial experience of picking, by tapping on hovering bubbles, your favorite genres (from a very narrow and mainstream set), and then favorite artists (from suggestions it pulled in from the selected genres), is basically the same as it was in the old Beats Music service, which I had also already tried and abandoned within 24 hours when it first appeared. This process did quickly home in on many artists that I like, but I reloaded at least a dozen times trying to get it to refine the selections further. Even then, the best it came up with were only what I’d really call “second-tier favorites.” (Also, the UX with the bubbles sucks and needs to be fixed.)
  • Once everything was set up, the “For You” screen did offer me a lot of music I like. But, guess what. Almost all of it was music I already own. And of the 2 or 3 selections it offered that I don’t already own, I was either mildly disinterested or they were musicians I actively loathe.
  • Beats 1. What the hell is this? I mean, OK. The chance that I would actually like what they play on a single, worldwide “radio” station that Jimmy Iovine has anything to do with was already less than zero. But I have actually given it a chance 3 or 4 times, and every time I turn it on, it’s the same “underground” alternative hip hop vibe. This is music I do not dislike. I mean, I wasn’t repulsed by it. It wasn’t Celine Dion or Kenny G. But it’s just not what I’m into, and maybe I just didn’t listen long enough but there was no variety in styles. (Granted, other than the one time I listened to it in the car, I haven’t bothered to leave it on for more than one song. But the first song that’s playing when I turn it on is always in this style.)
  • The return of DRM. I can’t say it any better than this, so I won’t even try.

All of that led me to one simple conclusion, and my snap judgment. I do not want to give Apple Music any more time or attention, at least right now. I just want the same convenient access to my own extensive music library that I’ve come to appreciate with iTunes Match. So I’ve turned off auto-renew on my Apple Music subscription. I’m going to make sure I don’t cancel iTunes Match. And, just to be safe, I’m going to re-download and back up my entire library from iTunes Match just in case… you know… someday.

I love Apple’s hardware and, usually, their OS software. But cripes, they just cannot get online services right, can they?

But see, here’s the thing. Remember how I said I sometimes revisit things I hadn’t given a chance the first time around? I feel like here I am revisiting something. I’ll admit I don’t have extremely vivid or extensive memories of it, since I had only initially looked at it so briefly, but to me Apple Music feels very, very much like Beats Music was. To the point where I find it hard to believe they spent much time at all changing anything about it other than simply fusing it into the iTunes ecosystem. Oh, and adding that pointless radio station.

I may still give it another try at some point before the free trial period ends. Maybe I’ll change my mind. But I doubt it.

Follow the money

One last thought, as I try to make sense of what this is really all about. Apple is a big company, and so are the record labels they had to negotiate with to get permission to offer all of this “content.” My very brief experience listening to music through Apple Music consisted mostly (and, rather strangely, if you think about it) of listening to music that I already had in my library. But because I was listening to these songs through an Apple Music subscription instead of playing them directly from my library, Apple was making micropayments to the record labels for the streams.

So, yes, indirectly, I was paying again for music I already purchased. Just a few fractions of a cent really, but still. That’s the business model here. Especially with the concern I mentioned above (this, if you weren’t paying attention) over Apple Music replacing iTunes Match’s “matched” files with DRM-restricted ones (only if you’ve canceled iTunes Match, apparently), I am left feeling pretty cynical over this whole enterprise, and disappointed that Apple would take things in this direction.

But, then again, they bought Beats, so I shouldn’t be too surprised.

Update: HEY, WAIT! Don’t go. This is important.

I’ve discovered a small change in the new version of iTunes for the Mac (version 12.2) that has a huge impact on all of this. This is the version that introduces Apple Music and changes the icon from red to white.

The ability to tell iTunes to download multiple songs at once is gone. It used to be, if you selected multiple songs in your library — like, all of them — and right-clicked (Ctrl-click), the contextual menu had a Download option, right at the top. Click that, and it starts downloading all of the selected songs.

Um, yeah. That’s gone.

The little icon of the cloud with an arrow is still there. You can click it. You can still download songs. ONE. AT. A. TIME. Good luck with that. So, here’s the important thing: If you haven’t upgraded to iTunes 12.2 yet, DON’T. At least, download all of your music first.

Lucky for me, I have access to multiple Macs, and one of them hadn’t been updated yet. Even as I type this I have my external hard drive hooked up to it, and I’ve begun the process of downloading all 23,000+ songs. Should only take a week or so. (Thanks, CenturyLink!)

In light of the above considerations about money and playing ball with the record labels, I can only interpret the removal of this feature in one way.

Update to the update (August 26, 2015)

Regarding my panic in the update above about the removal of the ability to download “make available offline” multiple tracks at once, I should note that in a subsequent update (not sure which; I’m currently running 12.2.2.25) Apple restored this feature. You can now select multiple tracks, and “Make available offline” appears in the contextual menu. And it works.

I think little by little features are going to get rolled back in that those of us who don’t wholeheartedly embrace streaming services in general, and Apple Music in particular, are asking for. But whether or not those restored features will come with improvements to the interface (especially in the iOS Music app) remains to be seen.

Top 5 Albums of 2013

I’ve given it a lot of thought. OK, I’ve given it some thought. OK, I’m actually just making it up as I go. Whatever the case, here are my picks for the best, or at least my favorite, albums of 2013.

5. Phoenix — Bankrupt!
I really got into Phoenix right after Wolfgang Amadeus Phoenix came out in 2009 and had thoroughly explored their back catalog while eagerly waiting… And waiting… And waaaaaaaaiiiiiting for the follow-up. Was it worth it? Absolutely. I wouldn’t say the album is a masterpiece; it leaves me wanting something. But it’s still fantastic, with some truly amazing musical moments and some compelling lyrics that reflect on the band’s struggles with its newfound fame… you know, when they got so big that even people like me knew about them.

4. Midlake — Antiphon
Remember what I said about a band being big enough that even I known about them? That probably goes double for Midlake, a band I just learned about last weekend, when the title track of this album played on The Current as I was driving to IKEA to buy a couch. (I wish I were making this up.) Two things immediately drew me in about Midlake: the incessantly burbling drums, and the amazing harmonic detours in the second half of the song.

As soon as I parked the car I went on iTunes on my phone and bought the whole album, which I then listened to twice through while assembling the couch. It’s all great, with several sections (especially those with acoustic guitar and flute) reminding me of Trespass-era Genesis. Except without the preposterous lyrics about anthropomorphized wolves. I’d probably rate this album higher, but I haven’t known it long enough to see how well it holds up.

3. Lusine — The Waiting Room
If the ranking criteria on this list were solely based on how many times I’ve listened to an album, this would undoubtedly take the top spot. I’ve had it on heavy rotation while I work over the past few months, because its low-key grooves are just right to keep me going without being too distracting. Which is not to say it’s background music. I’d describe it as a more listenable (i.e. less weird) Boards of Canada.

2. The Darcys — Warring
There’s only been one album this year that I’ve anticipated more than Phoenix’s Bankrupt! and that’s Warring by The Darcys. The Darcys are one of the few bands that I’ve ever heard that I think might make it big that I’ve known about and gotten into before that happened. I hope it happens for them, in the right way, because they’re really great.

Or to put it another way, they’re my second favorite Canadian band of all time.

I first learned about The Darcys because their second album, last year’s AJA, was something that could have come off as a cheesy stunt. Does that name sound familiar? That’s because it’s also the title of what is arguably Steely Dan’s best album, from 1977. The stunt? This is Steely Dan’s 1977 album, reinterpreted in its entirety in Darcys style. Which is to say, much darker. There is a bleak beauty in The Darcys’ vision that in some ways better suits the desperation in the album’s lyrics than Steely Dan’s original too-smooth-for-its-own-good style. (And I say that as a huge, unabashed Steely Dan fan.)

Anyway… The Darcys released both their self-titled debut and AJA for free on their website, which definitely helped build their audience and the anticipation for Warring, which is all original material, and is utterly fantastic. Unlike Midlake’s album, it didn’t blow me away on first listen, but it only took two or three repeats before the brilliance of the album unfolded and revealed itself. You really need to hear the album in its entirety, but if you only have the patience to check out one song, I’d recommend “Horses Fell.”

1. Nine Inch Nails — Hesitation Marks
There was some criticism for Trent Reznor’s decision to work with a major label for Hesitation Marks and even more for his blunt response to anyone who might complain about it. But that can’t change the fact that it’s a pretty brilliant album.

I was never much of a Nine Inch Nails fan in the earlier, noisier days. There was just too much adolescent angst in the lyrics, and, well, just too much noise. But that all changed for me when Year Zero was released, and I have since been absolutely blown away by the genius soundtrack work Reznor and Atticus Ross did for The Social Network and The Girl with the Dragon Tattoo, enough so that I actually pre-ordered this album on CD as soon as I knew it was coming.

I saw Nine Inch Nails in concert for the first time this fall on the opening night of their current tour. It was definitely the most intense concert I have ever experienced, and quite possibly the best. The music translated amazingly well to a live setting, and the light show and energy in the performance were like nothing I could even have imagined.

For the concert experience, as much as the music itself, I have to give this album my top ranking for the year. It’s definitely left the biggest impression on me of anything I’ve encountered in the past twelve months.

And while we’re at it…

Although I would never elect any of it to my top 5 list, I actually recorded a ridiculous amount of original music this year, beginning with the January release of 8-Bit Time Machine, my semi-autobiographical sci-fi rock opera. (Yes, seriously.) That one was actually recorded in late 2012, but I followed it up with The Picture of Dorian Mode, composed and recorded entirely on my iPad over a single weekend in February. Then in April, when winter refused to go away, I recorded an EP called Soundtrack for an Endless Winter. In July I finally upgraded to Logic Pro and learned the ropes by recording another EP, cleverly (or maybe not) titled Amateur Logic. I followed that with the year’s biggest project, Falling, in September. For three weeks I sketched out at least one new song idea every day, and when I had nearly two dozen sketches, I refined the best of them into what I think may be my best work to date. (And this doesn’t even touch on the monthly “Figures” EPs I cranked out for the first half of the year.)

Top 5 Albums of 2013: The Contenders

Yeah, I’m still doing this. So let’s go!

Here are the new albums I’ve added to my collection in 2013, and are therefore contenders for this year’s list…

another cultural landslide — last days last days
Atoms for Peace — Amok
Boards of Canada — Tomorrow’s Harvest
Caroline Smith — Half About Being a Woman
The Darcys — Warring
David Bowie — The Next Day
Disappears — Era
Joe Satriani — Unstoppable Momentum
Justin Timberlake — The 20/20 Experience (1 and 2)
Lusine — The Waiting Room
MGMT — MGMT
Midlake — Antiphon
Nine Inch Nails — Hesitation Marks
Nitemoves — Themes
Phoenix — Bankrupt!
Steven Wilson — The Raven That Refused to Sing (And Other Stories)
Toro y Moi — Anything in Return
Washed Out — Paracosm

Honestly… I’ve heard some really great new music this year, although my range of styles has narrowed in considerably on “chillwave” electronic music and surrounding genres. And while not completely homogenous, almost all of the artists are men, and almost all of them are white. I regret this, but it is what it is. And what it is, is, the music I listened to a lot this year, which is a reflection of me.

My heart isn’t quite in this whole process as much as it has been in years past. (Also, I just don’t have time.) So let’s cut to the chase. My top 5 albums are in bold above. But in what order? That will come in the next post.

New adventures in hi-fi… er, iTunes Match

As successful as iTunes has been in transforming both the music industry and the music listening experience, it has, from the beginning, been hamstrung by restrictions imposed by the outmoded, fearful major record labels.

Little by little, Apple has whittled away at those restrictions while managing to create a hugely successful business — iTunes has for several years been the largest music retailer in the world. First there was iTunes Plus: a boost in quality and a victory for users with the elimination of DRM copy restrictions. And now we have the real game changer: iTunes Match.

For $25 per year, you can now store your music “in the cloud.” iCloud, to be specific. That annual subscription allows you to create a centralized, comprehensive library of all of your digital music on Apple’s servers, and accessible from any of your computers and iOS devices. No more worrying about limited disk space or struggling with syncing issues. It just works.

In principle.

In practice? Well, I put iTunes Match to the test today. My music library poses a few unique challenges to this new service:

  • My library consists of over 18,000 songs, and more than 140 GB of data.
  • My main computer is a MacBook Air with a 128 GB hard drive, so I keep a “master” library on an external hard drive and a day-to-day library on the internal hard drive.
  • My main iOS device is a 32 GB iPhone 4, which has been syncing with the “day-to-day” iTunes library on my Mac’s internal hard drive.
  • SLP and I have our own iTunes accounts but have long desired to have a single shared music library.
  • My music library consists mostly of non-iTunes Plus tracks: a mix of DRM-laden 128 kbps iTunes tracks, ripped CDs, and tons of MP3s downloaded from Amazon.com.

With these factors in play, I had some specific goals for iTunes Match, roughly in this order:

  1. Move my “master” library from an external hard drive that sits on my desk, into iCloud where all of our devices can access it.
  2. Free up precious storage space on my MacBook Air and iPhone.
  3. Upgrade old DRMed 128 kbps iTunes tracks to higher-quality, DRM-free, 256 kbps versions.
  4. Consolidate SLP’s purchased iTunes music (around 600 songs) with my main library.
  5. Clean up duplicate tracks.

Spoiler alert: I pretty much knew going into it that the last of those items was going to get worse before it got better. But there were still plenty of surprises (good, bad and ugly) along the way.

The journey of 1,000 miles (or 18,000 songs) begins with a single step

I began my iTunes Match journey about two weeks ago, as soon as iTunes Match became available to the public. (For what it’s worth, I’m registered as an iOS developer, so I had access to the beta, but was never able to get it working properly.) The first goal was to get all of my music loaded into the system, and for the most part that went fine. Which is to say, it went… and went… and went… and w…e…n…t… fine. Loading the 4,000 or so songs I kept on my internal hard drive was fairly inconsequential. The process completed in a couple of hours while I went about my work that day. But then when the time came to fire up the external drive and load the remaining 14,000 or so songs… hmm. How can I put this? I guess the plus side was that I could leave it unattended and sleep, because it took three nights (overnight) to finish.

At that point I left things alone for a while, as I was too busy at the time to devote an entire day to organizing and cleaning up my music library. I did, however, get to play around with the overall iTunes Match experience for a week or so, and I discovered the following:

The good:

  • Having my complete music library at my fingertips on any device is amazing.
  • Streaming works great on the Mac, iPhone and Apple TV. Just pick a song and within a few seconds it starts playing.

The bad:

  • Browsing can be slow, sometimes painfully so, with a large library. This is especially a problem on the iPhone.
  • Cover art is often missing. I haven’t yet determined if it’s just not being downloaded, or if it’s not attached to the albums in iCloud, either.

The ugly:

  • Syncing an iOS device with iTunes on your computer can become a real mess. It’s hard to delete anything: like Michael Myers, no matter how many times you shoot him or stab him or stick a hanger in his eye, he just keeps getting up and coming back to get you. OK, bad analogy. But it almost feels that way.
  • Sometimes you don’t really want to remember just how many songs by Edison Lighthouse, England Dan and John Ford Coley, or Peppermint Trolley Company you own. It would be nice to have more filtering options than: a) just what’s on your device, or b) the whole shebang.

The big day arrives

Today I finally decided that I could afford to put off almost all of my real work for an entire day and devote my attention singularly to the task of getting iTunes Match fully synced, and SLP’s music fully integrated into the main library. To be honest, however, it’s not just today. I began the process at around 8:00 last night, worked until just after midnight, resumed from 7:00 to 8:30 this morning, then worked on it straight from 10:30 AM to 3:30 PM and again from about 7 PM to 10 PM, when I began writing this post. That’s 13 1/2 hours total, or approximately 2.66 seconds per each of the 18,266 tracks in my library. YMMV, as they say, but I’d guess it’s reasonable, if you’re trying to budget some time, to assume that you’ll need about 3 seconds times the number of tracks in your library. (And I’m still not really done.)

I took some notes today as I was going about things. Here are some pertinent observations:

Some things were just plain gone. I’m pretty sure this was the fault of my own carelessness in keeping my various pre-iTunes Match libraries in sync, but it’s worth noting that two conspicuous omissions in my library were The King Is Dead by The Decemberists and The King of Limbs by Radiohead. Coincidence?! I think… well, actually, yes, I do think it was probably just a coincidence. Luckily I was able to track down backups of both of those albums, but now I wonder what else is missing that I’m forgetting about.

“Matched” tracks are hit-and-miss. I’m sure Apple is relying on some very powerful algorithms to analyze each track in your library, in order to determine whether or not it matches a track that already exists on iTunes. It’s clearly not just relying on title-and-artist matching like the longstanding (and semi-useless) “Display Duplicates” option. One of the big selling points of iTunes Match is that if your music is available on iTunes, even if you didn’t buy it there, you’ll get the (usually higher-quality) iTunes version instead of the original version in your library, saving you time and saving Apple server space, as well. (Macworld’s Jason Snell has written an excellent tutorial on how to upgrade your tracks.)

The algorithms aren’t perfect, however, and I was annoyed to discover numerous cases where all but one or two tracks of an album were “matched” and could be replaced with 256 kbps iTunes versions, but the other tracks were rejected, for reasons unknown, and were stuck with the inferior quality versions I had to begin with.

Duplicates are a mess. Apple has done a lot to try to make it easy for you to find and weed out duplicate tracks, but you still have to do it. I appreciate that they don’t just assume which tracks you will or won’t want and automatically delete things capriciously, but I still wish there were a more efficient way to trim the excess.

Cloud symbols and error messages could use some clarification. Neven Mrgan has a great summary of the icons and his interpretations of their meanings, but I encountered too many dialog boxes today with useless statements like “This item is not eligible for iCloud” or “The track could not be downloaded because an unknown error occurred.”

If you’re trying to consolidate tracks from two separate iTunes accounts into a single library, you’re on your own. While the 10-device limit on DRMed iTunes tracks, and iTunes’ ability to be authorized for multiple accounts on a single device, allows for this kind of consolidation, Apple has not gone out of its way to support such activities. In my situation, I was dealing with a large number of SLP’s iTunes purchases that were no longer on any of our devices. I happened to have a spare Mac in my office with an empty iTunes library, so I logged into SLP’s iTunes account on that Mac and used the “Purchased” link in the iTunes Store to re-download all of her music in prep for eventual syncing with the main library.

But it wasn’t that easy. At first, a bunch of the songs wouldn’t download. I realized it was because they were still DRM versions, and that I needed to pay another $25 for an iTunes Match subscription on SLP’s iTunes account to get them. Even then, there were a number of weird issues with tracks being unavailable. Strangely, it seemed that in some cases, if I already had some of those tracks in the master iTunes library, and had already downloaded 256 kbps versions of them, it would not allow me to download them on this second computer. This leads me to believe that there is some hidden mechanism whereby Apple does still keep track of even the DRM-free tracks that have been downloaded, and if they’ve been “transferred” (as it were) to another user’s library, they become unavailable to the original user. This is just a guess, but it seems to fit my experience. (On a related side note, since this second computer was not yet authorized with SLP’s iTunes account, I needed to authorize it — which was triggered by attempting to play a song — before iTunes Match would work properly.)

What if your music is no longer available in the iTunes store? I’m sure this is one of the most commonly asked questions about iTunes Match, and I’m sure Apple has given very reassuring scripted answers, but it still remains as perhaps the biggest risk you take in trusting your music to the cloud. Tracks that iTunes fails to match and has to upload should be no problem, but once you’re relying solely on a “matched” track — or, for that matter, a “purchased” or “protected” track — you’re at the mercy of Apple and the record labels keeping the music available. I initially noted this as merely a point to ponder, but during the process of integrating libraries I encountered the problem firsthand. SLP had an album that was DRMed 128 kbps, but which is no longer available in the iTunes Store, at all. Luckily I had it copied to my master library already, or I wouldn’t have even known it existed. As it was, I was stuck with an album of low audio quality and that iTunes refused to load into iTunes Match. (It was “ineligible.”)

I hit upon a hokey workaround solution, one that is flawed mainly in that it results in further compression/degradation of the sound quality of the tracks, but at least it’s a way to get the music into iTunes Match. I burned a CD of the album, then re-ripped that CD back into iTunes, DRM free. (That’s the old school way of circumventing iTunes DRM, circa 2004.) It worked, but of course I’ll always know that the sound quality is sub-128 kbps. (Not that it matters much to me, as it’s an album I’ll probably never listen to.) This led me to a related discovery…

Burning a CD of DRMed tracks, re-ripping it, and uploading the results to iTunes Match will not get you “matched” DRM-free 256 kbps versions. Granted, my sample size here is pretty small — two tracks — but I suspect this is deliberate (if it’s possible). In addition to the aforementioned unavailable album, I found two other tracks from SLP’s library that stubbornly refused to load into iTunes Match, even though the rest of the tracks from the albums they were on were recognized and “matched” with no problem. So I burned them onto a CD, re-ripped the CD, and loaded the tracks into iTunes Match. No match. Just the further-compressed versions based on the original DRMed 128 kbps tracks.

Corrupted files? Are you kidding me? I had been wondering what might happen if files got corrupted, either during upload or download. Unfortunately, I found out. Just another meaningless error message with no real indication of a solution. I’m a few thousand tracks into the “upgrade” process so far, and to this point I’ve had four songs fail to download due to an “unknown error.” The behavior is the same in most cases: the song appears to download several times in quick succession. As soon as the progress bar gets to the end, it starts over again. After maybe 5 attempts, it stops with an error number (sometimes err = -100000, sometimes err = 11111). I think it may be necessary to contact iTunes customer support to resolve the issue, but I want to wait until I’ve finished downloading all of my music, to see if it happens with any other songs first.

So, is it all worth it?

I still have a nagging fear that some kind of catastrophic data loss is just around the corner, but so far I am inclined to say that iTunes Match definitely is worth it. It was delayed by a few weeks and still seems like it may have been rushed out the door, but I am hopeful that most of the current glitches and usability issues will be resolved over time. It would be nice if it “just worked,” as we Apple fanbois are so frequently inclined to say, but knowing the complexity of the task at hand, it’s a nearly superhuman achievement, even flawed as it is today.

At the moment I still have almost 3000 low-quality tracks that are eligible for an upgrade (using Jason Snell’s smart playlists), not to mention countless duplicates to weed out and a few other stray errors (in my nightmares, clouds have exclamation points) to contend with. But I think the biggest testament to the magnitude of Apple’s accomplishment is that it’s actually gotten me excited about “the cloud,” something I’ve looked upon disdainfully for years.