Toronto Tech Week 2026
June 5, 2026
Thoughts from Toronto Tech Week 2026
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Everyone has the last job
April 1, 2026
Everyone thinks they have the last job that AI can't replace.
Reporting for Jury Duty
March 31, 2026
Finally fulfilling my civic responsibility.
NanoBananaing Heroes
March 28, 2026
Using OpenClaw + Claude + NanoBanana to make hero images.
The code is not the territory
March 3, 2026
Caring about the actual code generated by AIs is quickly becoming irrelevant.
CreativeMorningsTO February 2026
February 27, 2026
Herbert Lui challenged us to rethink our creative commitments.
Building this blog with Claude: a guest post
January 6, 2026
Claude here. Jay asked me to write about our collaboration building this site—from choosing Astro over Next.js to migrating a decade of Medium posts. Here's what that looked like from my side.
Stranger Things Season Five
January 6, 2026
An appropriate end to a decade of watching.
From Forbes: Transformation Transformed — Welcome To The Enterprise Orchestration Era
June 10, 2022
This post originally appeared on Forbes…
Enterprise Orchestration in Financial Services — Sensei Labs
June 17, 2021
COVID-19 has been the Great Reset that has changed many long-held expectations and beliefs and leveled many playing fields. Access to…
Aligning C-Suites and their boards for greater resiliency — Sensei Labs
April 28, 2021
The constant state of evolution requires tight alignment between C-Suites and their boards for successful organizations.
Survival of the Fastest in the Enterprise Orchestration Era — Sensei Labs
April 26, 2021
Survival of the fastest has never been truer. 52% of Fortune 500 firms from 2000 are gone, and 84% of digital transformations fail.
Piloting the Rocket Ship: Product and Program Launches — Sensei Labs
April 12, 2021
The last year somehow managed to be both the best and worst of times all rolled into one. Marketing and product teams rode the same…
The Evolving Program Management Office — Sensei Labs
March 27, 2021
We’ve written a lot about the changing role of the Project Management Office (PMO), bring the old school mentality of managing into the…
Ensuring M&A Integrations Add Value — Sensei Labs
March 21, 2021
Market downturns are often a prime opportunity for buyers to take advantage of depressed economic conditions and acquire otherwise sound…
Elevate Your Business Process — Sensei Labs
March 14, 2021
One of my favorite parts of my job is helping to grow the already amazing leaders on the Sensei Labs team. Our culture is perhaps the most…
Prioritizing Procurement Continuity and Resiliency — Sensei Labs
March 7, 2021
Coming up on the one-year anniversary of North America’s big COVID surprise — we closed our offices on March 8th, but everyone really…
Thoughts on closing our Series A — Sensei Labs
January 12, 2021
I'm thrilled to share that we've closed our Series A investment, led by Plymouth Growth, to give us the capital required to drive our…
S01E04: Value of a human life
May 18, 2020
In our fourth episode, your intrepid hosts examine the grim calculus of reopening the economy during the pandemic. At what point is the…
S01E03: Who even uses Facebook anyway?
May 4, 2020
In our third episode, your intrepid hosts dig into the world of sourdough starter, Facebook, algorithms, and even the Stanford Prison…
Did 5G cause corona? (No.)
April 20, 2020
In our very first episode, your intrepid hosts brew up a cup of COVID-19 conspiracies, covering everything from Bill Gates to 5G.
5 Top Problems with Project Management, Part 4: One Source of Truth
June 26, 2018
This is Part 4 of a series on the top problems with Project Management Tools. See Part 1: Old Tools, New Rules, Part 2: The Illusion of…
5 Top Problems with Project Management, Part 3: Breaking the Cycle
December 4, 2017
This is Part 3 of a series on the top problems with Project Management Tools. See Part 1: Old Tools, New Rules and Part 2: The Illusion of…
5 Top Problems with Project Management, Part 2: The Illusion of Control
November 27, 2017
This is Part 2 of a series on the top problems with Project Management Tools. See Part 1: Old Tools, New Rules to catch up.
5 Top Problems with Traditional Project Management, Part 1: Old Tools, New Rules
November 19, 2017
This post is part one in a five part series on the problems with traditional project management tools. Stay tuned for more!
Hiring Awesome Developers (who happen to be women)
February 1, 2016
Before you start: it's important to acknowledge that I'm not a woman, a visible minority, underprivileged, or any number of other things…
Can the iPad Pro replace your laptop? Notes from the field
December 13, 2015
I’m not entirely proud of my current status as Klick’s most frequent traveler, on track this year for about 140 flights. It’s a very…
An ode to the Starbucks app
October 20, 2015
I've been a fan of the Starbucks app since it launched, immediately ditching any plastic cards in favor of keeping them all in my phone…
Judging a book by its cover: the art of late modern book cover design
October 16, 2015
Building on yesterday’s story about movie titles, I wanted to share this mesmerizing work by Henning Lederer. Henning is a German designer…
Calling fellow titlephiles: the love of movie titles
October 16, 2015
You can always tell the design and type geeks in a movie audience — they're the ones geeking out over the opening credits. Also, me, on…
Car2Go’s EcoScore and the Gamification of Driving
October 14, 2015
We’re a one car family. Our Mini Countryman, which is most often under the command of my wife, is an excellent vehicle for our very urban…
Moving to Medium
October 13, 2015
Remember blogging? Those were the days. I’ve been running my own hosted WordPress blog for many, many years across a bunch of different…
The World's Worst Cars
October 12, 2015
Not every car can do what the Tesla Model S has done and redefine automotive excellence for the entire industry. Some cars manage to…
From Robot Turtles to Lasers
October 11, 2015
Some of you may remember the awesome board game Robot Turtles, which teaches kids to program by laying down cards that move a turtle around…
Play Osmo
October 11, 2015
Maybe it's because I've been a lifelong 'geek' or maybe because my Dad, a lifelong 'geek' himself, always encouraged my love of STEM from a…
Jeff Bezos and WaPo
August 5, 2013
Some thoughts on the $250m acquisition that everyone can’t stop talking about.