Alignment
There's a special kind of technical debt that doesn't show up in Jira. It doesn't sit in a backlog. It doesn't have a product owner. It doesn't even admit it exists. It lives in PowerPoint. I call it...
Hard Conversations
For the past decade, I've watched enterprise security teams deploy TLS inspection appliances with the best of intentions. The pitch is always the same: we need visibility into encrypted traffic to...
amazon
I was watching the American feed of the Super Bowl last night when Ring's latest ad came on. A family loses their dog. They upload a photo. Ring's network of neighbourhood cameras springs into action,...
Security
Security requires a particular mindset. Security professionals (at least the good ones) see the world differently. They can't walk into a store without noticing how they might shoplift. They can't use...
innovation
New York is considering a budget bill (S.9005/A.10005) that would require all 3D printers sold in the state to include "blocking technology" that scans every print file through a "firearms blueprint...
code
If you're reading this, you're looking at a completely rebuilt blog. Not a theme change. Not a migration. A from-scratch rebuild of everything – the content system, the search, the social layer, and...
code
Last week I was reviewing a vulnerability scan report for a client when something caught my eye. Buried in a list of "critical" findings was a Log4j vulnerability - you know, the one that broke the...
ai
When organizations talk about managing AI risk, the response often starts with prohibition. Access to public AI tools is blocked at the firewall. Policies are updated to make expectations clear....
Reflections
There is a special kind of UX failure that doesn’t crash, doesn’t throw an error, doesn’t even look broken. It just quietly lies to you. Exhibit A: Bing Weather’s “Health & Activities” panel. At a...
Reflections
I was listening to Young Forever by Jay Z the other day and a line landed harder than it ever had before. «“So you livin life like a video where the sun is always out and you never get old.”» That is...
Reflections
I came home last night from a New Year’s Eve party to something that felt deeply wrong. My house was hot. Not just warm. Uncomfortably, unbearably hot. The first thing I did was walk over to my ecobee...
Reflections
Long ago (2016) on a much simpler internet, Spotify Wrapped showed up in December and everyone agreed it was kind of delightful. You learned that you listened to the same song 347 times, your...
Reflections
Humbled and Grateful started the same way many bad leadership posts do. With a pause. A deep breath. And the quiet realization that something had gone terribly wrong. For years, my LinkedIn feed has been flooded with a very specific genre of writing. The anguished executive LinkedIn confession. The
Reflections
A few weeks ago, I was at a McDonald’s drive-thru when the pickup screen flashed a code meant to confirm my mobile order: FU35. You can imagine the awkwardness of saying “F U” into a speaker to a total stranger. I half expected the system to beep back in protest. At least my kids got a good chuckle
Reflections
Earlier today I tried to cancel a TV service I’d signed up for entirely through an app. Setup was seamless - download, click, confirm, and boom, I had live TV faster than Shane Bieber exercised his...
Reflections
This morning, I experienced something deeply troubling—and dangerous—from a major Canadian wireless provider. While placing a routine call to a number in Welland, Ontario from a Rogers Wireless phone, the call failed to reach the intended recipient. Instead, what I heard was over 25 seconds of someo
porn
Bill S-209 aims to protect kids from explicit material—but it risks turning ISPs into internet police, undermining privacy, and threatening freedom online. There’s a better way. 🛑📵 #BillS209 #Privacy #InternetFreedom
ai
Today marks a significant milestone in my professional journey, and I couldn’t be more excited to share it with you all. After decades of pioneering voice and cloud solutions, I’m thrilled to announce the launch of my new venture: Collaborative Intelligence. This isn’t just a rebranding; it’s the be
hr
Recently, a colleague of mine transitioned to a "Director" position within an organization, intriguingly without any direct reports. The rationale? The organization's only method to offer the deserved compensation was by elevating them to such a level, highlighting a lack of high pay bands for non-m
data breach
Tonight I received the following email from the Halton District School Board: To summarize the email - Edge Imaging, a vendor tasked with managing school photographs for yearbooks during the 2022-2023 and 2023-2024 academic years, experienced a data breach. This breach occurred within the vendor's