UPDATE 8/10/08:  Check out Apple’s Rotten Decision (via eWeek). It’s a report from the Black Hat Conference, where the writer says "Apple’s image was pilloried on the show floor."

A smart friend of mine, who’s the founder of a startup with a successful online application/platform — and a longtime Apple user and developer — told me recently he’s really unhappy with Apple of late. I must say I was taken aback! 
What, with all the hoopla about Apple’s latest consumer hits: the iPhone 3G and the wildly successful iTunes App Store (which I’m sure is up to 50 million downloads by now)?  Can Apple actually do wrong?  (Okay, with the obvious exception being the recent MobileMe launch, which they’ve already admitted they flubbed, and I have no doubt will be fixed soon — Steve will make sure of that.)

So, this was a real surprise to me — that such a longtime Apple believer and supporter could say something like this. I had to probe: "What on earth do you mean?"  I wanted to get at what could possibly be behind his newfound negative feelings toward Apple. 

Well, it turns out my friend has some very real concerns, and he makes a lot of sense — particularly because he speaks as someone who really understands the SaaS (software-as-a-service) business. So, here — unedited, in the raw — is his response to me:

BEGINNING OF APPLE RANT:

Graeme, I think part of the issue is that Apple’s culture is now at a mismatch with the SaaS and developer worlds. There certainly is a pattern here: arrogance and secrecy. Namely, SaaS and developer communities require transparency; Apple is more secretive than the CIA.

Ringtones
Apple tried damn hard to prevent people from making Ringtones of music they legitimately own. And you still have no mechanism for making Ringtones out of DRM’ed iTMS purchases without paying again for the song. And it is hard.

iPhone 3G Activation
In my opinion, the downfall of Apple (no, I am not really about to add myself to the legion of idiots predicting Apple’s doom over the years!) began with acquiescing to AT&T on the activation issue. I understand the legitimate business concerns involved, but the reality is that Apple re-invented the way a cell phone works with the original iPhone, and they gave away one of the coolest things about it with the iPhone 3G (the activation process). You can’t buy iPhones as presents any more!

But that was a nuisance.

MobileMe
So many things. One, the fiasco illustrates that Apple does not know a damn thing about web-based application hosting. They have iTunes working (more or less) right because it is so narrow in focus and so tightly controlled. But the MobileMe fiasco should not happen with any SaaS based system, ever.

And then their silence. They were silent for so long. When we finally heard from Apple, it was really just a note saying how Steve was forcing some dude who would give only his first name to blog about it every day or so. Contrast that with Amazon’s recent S3 fiasco. Amazon had updates every half hour for the duration of the outage, even if only to say we still don’t know any more than we did a half hour ago. For our online platform, we have a Twitter feed dedicated to system status so that our customers have ready access to what we know is wrong.

Every day or so? And saying nothing at all really in those communications. Inexcusable. The technical issues were about hard problems. The communication issues were easily fixed and never should happen in any scenario.

DNS Vulnerability
So, Apple knows about this vulnerability long before the rest of the world. The work of patching it is done for them. All of the major vendors of the world coordinate the announcement of the vulnerability and sending out patches.

Apple does nothing.

Weeks go by. Apple does nothing.

Exploits appear in the wild. Apple does nothing.

Eventually, Apple sends out a patch with the version of bind that is supposed to have the vulnerability patch. Somehow or another, it does not actually include port randomization features that protect against the vulnerability.

Apple does not send out the patch to non-server versions of OS X.

Apple never bothers to explain what it is up to or why it is failing to deliver timely patches.

I move my DNS off OS X for good. This was the final straw in the back that breaks OS X Server for me. I have been learning slowly over time that Apple is way too untrustworthy as a vendor of business services. This proved it.

In the meantime, Apple still has the vulnerability out there.

The App Store
Apple has proven the App Store concept is screwed up beyond belief. No ability to reasonably allow for trial use. No ability to reasonably have beta programs (the ad hoc deployment stuff is a fiasco in itself). But those are just feature complaints.

No one company should ever control what you can put on a device you own. If I want to pay $1,000 for "I am Rich", that’s my own damn prerogative. But even if we grant that right, the idea that they can remove apps from the store and tell no one anything about why it was removed? And what about if Apple corrupts my iTunes library and I need to re-install an app that I bought, but Apple later determined is not appropriate for their store? This is unacceptable.

———

END OF APPLE RANT.  What do you think?  Please speak your piece in the comments below.