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2026/09/05

Part I: The New Loyalty - What it Looks Like 17 Years Later

The taste of betrayal. Why was I calling it quits even as things were just getting started?


2026 retrospective: I rage-quit the iPhone in 2009. Seventeen years later, I was wrong about what would disappear—but surprisingly right about what would get worse.

Reading this again feels less like revisiting an obsolete technology rant and more like an archaeological excavation of problems that never really went away. EDGE disappeared. Netbooks mostly disappeared. The original iPhone is now a museum piece. But rapid obsolescence, expensive ecosystems, constant connectivity, recurring fees, digital lock-in, and the uneasy distinction between buying something and merely retaining permission to use it are all still with us.

Apple has become considerably better at avoiding the brutal kind of technological cutoff early adopters sometimes experienced. The leap from EDGE to 3G was especially painful: suddenly a recently purchased, premium device could feel generations behind simply because the underlying wireless technology had advanced so dramatically. I still remember waiting what felt like forever just to send an email with a single photo attachment.

What I miss most from that era, strangely enough, is physical media. You bought a CD, DVD, book, or piece of software and—barring damage—it remained yours. Digital distribution brought enormous convenience, but ownership became more conditional. Accounts, DRM, subscriptions, licensing changes, compatibility requirements, and discontinued services can all stand between you and something you once thought you had purchased.

So the title still works: Why I Ditched My Apple iPhone. The reasons have changed clothes, but many of them are still hanging around.


2026/09/04

AI Briefing - Friday, Sept 4 - 2026


 

OpenAI’s latest AI model release, major legislative movement in California, new Windows developer tools from Microsoft, and notable industry updates shaped this week’s AI news. Key highlights include OpenAI’s cybersecurity‑rated GPT‑6 Astra, new state AI regulations awaiting approval, Broadcom’s surge in custom chip sales, and emerging tools like Project Zenith and Sirenfall. Additional notes cover recent vulnerability discoveries, upcoming AI events, and practical tips for managing security workflows.

Here are the takeaways:

  • OpenAI released GPT‑6 Astra, a highly capable model with significant cybersecurity implications and limited early access.
  • California passed a set of AI‑related bills covering chatbots, job‑displacement notifications, and rules ensuring human-led instruction.
  • Microsoft announced Project Zenith, a stripped‑down Windows 11 environment tailored for developers on high‑end hardware.
  • Broadcom reported a major jump in custom AI chip sales, though market response remained modest.
  • A new web experiment called Sirenfall demonstrates realistic air‑raid siren physics using Web Audio technology.
  • AI models identified over 14,000 previously unreported software vulnerabilities across open‑source projects, driving recommendations for virtual patching.
  • OpenAI Academy sessions continue, covering ChatGPT for Work and workspace best practices.
  • Key upcoming events include AI Infra Summit, Dreamforce, and OpenAI DevDay.
  • Suggested tip: use AI tools to score and prioritize vulnerabilities based on exposure rather than grinding through them sequentially.


Image by DeltaWorks from Pixabay


The Tools Are Becoming Symmetrical. The Incentives Aren’t.


 

There is an interesting paradox developing in cybersecurity.

As increasingly capable AI systems become able to inspect software, identify vulnerabilities, analyze configurations, and potentially discover flaws humans have overlooked, much of the attention naturally goes toward the offensive possibilities.

What happens when malicious hackers have access to these tools?

It is a reasonable concern.

But something else is happening at exactly the same time.

The defenders have them too.

A security team can theoretically have AI crawling its own perimeter, examining source code, reviewing dependencies, inspecting configurations, detecting anomalies, and looking for weaknesses before someone outside the organization finds them.

There is a useful word for this: simultaneity.

Both things are happening at once.

The attacker is looking for the hole.

The defender is looking for the same hole.

And increasingly, both may be using machines capable of conducting that search at extraordinary speed.

At first glance, that sounds almost reassuring. Give both sides comparable tools and perhaps they cancel each other out.

Except they don't operate under comparable conditions.

The defender still has to ask permission

Imagine a defensive AI discovers a serious vulnerability.

It reports:

This service is vulnerable. Here is the likely attack path. Here is the remediation.

Technically, that's extraordinary.

Organizationally, what happens next might sound considerably less futuristic.

Submit a change request.

Determine the system owner.

Schedule testing.

Wait for application approval.

Present the change to the review board.

Coordinate with the vendor.

Find an acceptable maintenance window.

Confirm that the fix won't interrupt another department's workflow.

Meanwhile, the attacker has a substantially shorter process:

Does it work?

That may become one of the strangest contradictions of AI-era cybersecurity.

We could possess defensive systems capable of discovering vulnerabilities at machine speed while the organizations surrounding them continue operating at committee speed.

The bottleneck isn't necessarily intelligence anymore.

It may be institutional latency.

How quickly can an organization move from:

observation → decision → authorization → remediation

without abandoning the safeguards that change management exists to provide?

That question feels much less glamorous than talking about AI discovering zero-day vulnerabilities.

It may also matter more.

Then there is the incentive problem

There is another asymmetry that technology alone doesn't solve.

Consider the incentives on each side.

A salaried information-security analyst may spend day after day monitoring systems, reviewing logs, applying patches, checking alerts, documenting vulnerabilities, and keeping infrastructure healthy.

Success often looks like this:

Nothing happened.

No breach.

No ransomware.

No outage.

No angry executives.

No emergency conference call.

That is excellent security work.

It is also psychologically quiet.

The attacker's incentives can look very different.

There may be money.

Status.

Reputation.

Competition.

Novelty.

Ideology.

Curiosity.

And sometimes simply the adrenaline rush of getting somewhere you weren't supposed to get.

Probe.

Discover.

Exploit.

Escalate.

Each successful step provides another little reward.

Then there is the financial asymmetry.

The defender goes to work and earns the dollar that buys the lottery ticket.

The attacker is playing for the jackpot.

One successful intrusion might produce access to an entire enterprise, valuable data, extortion opportunities, cryptocurrency payments, credentials, intellectual property, or an underground reputation that opens the door to the next target.

Hundreds of unsuccessful attempts may mean very little if attempt number 301 works.

That leads to an uncomfortable equation:

Defense has to be consistently good. Attack only has to be occasionally right.

We reward explosions better than we reward prevention

Organizations have another problem.

We are often much better at recognizing incident response than prevention.

When something breaks, everyone notices.

Teams assemble.

Executives join calls.

Resources suddenly appear.

People work late.

There are status reports, postmortems, recovery plans, and eventually stories about the people who helped save the organization.

Quiet prevention rarely receives that kind of attention.

Nobody normally calls an all-hands meeting after six uneventful months and announces:

Congratulations. Nothing happened.

Yet "nothing happened" may represent thousands of good decisions.

A patch installed before an exploit existed.

A suspicious login investigated.

A configuration corrected.

A credential rotated.

A firewall rule questioned.

A server retired.

A user who reported an odd email instead of clicking it.

The absence of disaster is difficult to dramatize.

That makes cybersecurity an unusual profession: some of its greatest victories are events that never occur.

AI doesn't remove the human system around the technology

This may be the larger lesson.

When powerful new technology arrives, we naturally focus on what the tool can do.

But capability does not automatically become organizational capacity.

An AI may detect a vulnerability in seconds.

That does not mean an organization can remediate it in seconds.

An AI may recommend the correct action.

That does not mean anyone has authority to perform it.

An AI may continuously patrol the perimeter.

That does not mean the people responsible for the perimeter have the autonomy, staffing, incentives, or processes necessary to act on what it finds.

The technology may eventually expose weaknesses that have very little to do with technology.

Ownership.

Bureaucracy.

Communication.

Incentives.

Decision rights.

Risk tolerance.

Trust.

The vulnerability may be sitting in the software.

But sometimes the real weakness is the organization surrounding the software.

The next arms race may be organizational

This is why I suspect the cybersecurity competition created by advanced AI will not simply be:

AI attacker versus AI defender.

It may increasingly be:

AI-speed attackers versus organizations capable of operating at AI speed.

That doesn't mean eliminating oversight or allowing automated systems to make consequential changes without controls.

It means recognizing that our operating models were often designed for a world in which humans discovered problems, humans investigated them, humans proposed solutions, and humans executed each step.

Machine-speed discovery changes one part of that equation dramatically.

The rest of the organization eventually has to adapt.

And somewhere inside that transition is perhaps the most interesting paradox of all.

The offensive and defensive technology may increasingly resemble each other.

The motivations won't.

The permissions won't.

The economics won't.

The bureaucracies certainly won't.

The tools are becoming symmetrical faster than the incentives are.



Image by geralt from Pixabay


Grace at Work

Sometimes grace arrives as the patience to explain something for the fourth time.

Sometimes it arrives in a simple "thank you" that couldn't have been faked.

But when we're the ones who make the mistake, every explanation seems to sound like an excuse.

We often extend patience to others without hesitation.

May we learn to offer ourselves that same grace when we need it most.

2026/08/09

Perspective is Hard to Find Inside the Machine

 


One problem with being good at keeping up with the work:

You get very good at keeping up with the work.

The workflow runs. The queue moves. You solve today's problems with the system you built yesterday.

What becomes harder to see is whether the system itself still makes sense.

Distance changes the question from:

"How do I keep up?"

to:

"Why am I doing it this way?"

That question may be worth more than another hour spent clearing the queue.


Photo by Jonathan Borba on Unsplash


OOO - See You When I Get Back

 


A few days away taught me something remarkably unsurprising:

The work was still there when I got back.

Tickets waited. Problems waited. Projects waited.

But for a few days, I didn't.

I stopped thinking about work completely. Not because it didn't matter, but because apparently the world could keep turning without my attention for a while.

There's value in discovering that occasionally.

Sometimes stepping away isn't lost productivity.

It's maintenance.



Image by Kanenori from Pixabay 


2026/07/22

Diagnostic Clarity


Some days remind me that the old carpenter's advice applies just as well to IT:

Measure twice. Cut once.

Today's work wasn't about solving more tickets. It was about asking better questions before touching the keyboard.

The most difficult problems are rarely the technical ones. They're the ones that arrive incomplete, vague, or wrapped in assumptions.

A few extra minutes spent understanding the problem often saves hours spent solving the wrong one.

Sometimes progress begins with a better question, not a faster answer.

2026/07/21

The Late Night Habit

There comes a point most evenings when the coffee finally catches up with me.

One more line.
One more fix.
One more idea.

Years ago, that usually meant a 3 A.M. mistake disguised as determination.

These days I've learned a better rhythm.

When I feel myself pushing too far, I open my task list and move two or three things to tomorrow. No guilt. No arbitrary deadlines. Just permission to continue the work after some sleep.

Discipline isn't squeezing every last drop out of today.

Sometimes it's knowing exactly when to trust tomorrow.

2009/08/17

Why I Ditched My Apple iPhone

After much deliberation I decommissioned my Apple iPhone from use. My primary complaint: it was just too expensive to keep. Certainly there were a lot of nice features and conveniences that I enjoyed while using it - but for a number of reasons it was just too unrealistic to continue owning one.


  1. My phone model is outdated - one thing maddening about buying the Apple iPhone was that only two months after I made the big purchase, Apple announced a surprise decrease in price and an upgrade in their model. I was stuck with the "Edge" data networking protocol which, while fast, pales in comparison to the upgraded "3G" version. Downloading data is noticeably slower (in comparison) like when watching streaming video or uploading photo attachments via email.

  2. AT&T is robbing me blind - Before I registered my iPhone, I enjoyed a 15% discount in AT&T wireless services. After I was forced to give up the employer discount (some fine-print regulation) AND I had to adopt a more expensive service contract PLUS an add-on service fee for a "data plan" (what AT&T charges for phones that can upload and download data). At the current AT&T service contract rates, I could afford to buy a brand new iPhone every two to three months... it's that expensive to maintain!

  3. I really need to unplug - Before the iPhone, I could enjoy some "downtime" when I wasn't near a computer. Now I've been checking emails and "plugging in" every 5-10 minutes. Likewise even when I'm not checking, my phone is constantly buzzing me when new emails arrive and other events take place. Sure, there are iPhone apps for "Twitter" and for "Facebook" but come on, who needs to update their status THAT frequently?
  4. The iTunes Store can get expensive - If you've never owned an iPod music player before, or if your CD collection isn't that wide, the iPhone's music playing capability can get expensive. Albeit music downloads are as low as 99 cents each, filling 8 to 16 GB of capacity can add up... even for the most bare bones music collection. Roughly calculating: 1.2 MB per song at 1000 MB per GB adds up to thousands of songs to fulfill the player's capacity.
  5. That touch keyboard is just too damn tiny - just as it's primary interface is so user intuitive and easy to use, the screen is just too small to accomodate for a full sized keyboard... making typing for large or clumsy fingers somewhat of a daunting task.
Complaining aside, one must also sing the praises of the iPhone's accomplishment. The new low price (compared to its original release price) is one such bittersweet reflection of its resounding success. It was received so well it seems, that Apple could afford a major price break in anticipation of future sales and market penetration. This sucks for early adopters, but for new buyers, it's a sweet time to get in on the product... there has been an explosion of new features, bug fixes and hardware enhancements that makes the heads of early adopters spin.

To be fair, I also feel compelled to call out a few points on how I'll miss my iPhone:

Ten Reasons Why I'll Miss My iPhone
  1. Seeing so many people now carrying iPhones makes me feel like I'm being left behind the curve in the latest technology rage to hit the market.
  2. The convenience of searching the Internet anywhere and everywhere I go (with or without wifi hotspots) was awesome.
  3. I'll miss having a portable wi-fi hotspot finder.
  4. Google Maps was a saving grace when on-the-go and the cell-phone signal triangulation made the iPhone one awesome GPS unit.
  5. As much as I am strongly for "unplugging", I will sorely miss facebook, remote blogging and twittering at 2 minute intervals.
  6. Tinkering with different iPhone Apps will be missed. These little application vignettes were priced affordably ( free to as much as 5 to 10 dollars an app) and packed a punch of usefulness both from a productivity and an entertainment standpoint.
  7. iTunes movie downloads were fantastic. I'll miss "renting" movie downloads and uploading them to my phone for watching during a long commute.
  8. Three words: Convenient E-Mail Access
  9. The interface was just so downright intuitive and easy to use. I'll miss having an electronic device with such a convenient interface design.
  10. Being a part of the critical mass in what seems to be a market phenom. Even with all the competitiveness of the cell phone market where the iPhone's competitors give away their models for virtually free, iPhone enjoys a premium sales price of upwards of $300 per unit. Plus the wireless provider (AT&T) enjoys its premiums in the form of expensive and long-term service contracts.
Needless to say, though it will be missed, I paid the early withdrawal fee just to cancel my 2 year AT&T service contract after only serving less than 1 year of it. The irony is that now I've traded in my iPhone for a pay-as-you-go prepaid cell phone and at the current rate of expense, I'll have earned back the money lost in early withdrawal penalties (for the iPhone) within the next four months.

Feeling confident about my cost savings, I also plunked down a couple of hundred dollars for a netbook computer. Smaller and more portable than a laptop and much larger than the restrictive screen resolution of the iPhone, I was able to resolve my issues of usability and portability at the same time. Now I hunt for wi-fi hotspots and Internet cafes with my ultra-portable, 2 pound netbook computer in tow. As for "everywhere" access to the Internet, I have not missed it and I feel that I'm not looking back on that sacrifice.

Apple managed to craft a popular, mainstream product for the electronics and computing enthusiast. I'll be the first to admit that. But the overall maintenance, associated costs and expenses of ownership will continue to be a dark, haunting responsibility that many iPhone adopters may not realize until its way too late. Cheers to the bittersweet success of the iPhone - good luck to new adopters and sympathies go out to other "ditchers" out there.