Craig McCaskill
@craigmccaskill.bsky.social
Building enterprise products at ServiceNow as part of the AI Platform.
Tracking what works, what scales, and what's left after the tourists leave. AI pragmatist, systems thinker. Opinions my own.
Tracking what works, what scales, and what's left after the tourists leave. AI pragmatist, systems thinker. Opinions my own.
Netflix used to help you discover films. Spotify was a music lover's sanctuary. Now they're engagement traps optimizing for the wrong metrics. Why do all our favorite platforms get worse over time? New post on the predictable lifecycle of digital products:
craigmccaskill.com/the-great-en...
craigmccaskill.com/the-great-en...
The Great Enshittification - How Product Evolution Becomes Product Regression
In 2012, Netflix was a meticulously organized catalog that helped you discover films and shows across genres, decades, and continents. In 2015, Spotify was a music lover’s sanctuary that put your pers...
craigmccaskill.com
August 26, 2025 at 4:30 AM
Netflix used to help you discover films. Spotify was a music lover's sanctuary. Now they're engagement traps optimizing for the wrong metrics. Why do all our favorite platforms get worse over time? New post on the predictable lifecycle of digital products:
craigmccaskill.com/the-great-en...
craigmccaskill.com/the-great-en...
In 2002, you could buy Amazon for $6. Netflix traded at $3 in 2008. The best investments emerge from bubble wreckage, not bubble peaks. What will be the AI equivalent? New post on why the crash creates the opportunity: craigmccaskill.com/ai-bubble-history
The Bubble That Knows It’s a Bubble
The four words that precede every crash: “This time is different.”
craigmccaskill.com
August 26, 2025 at 1:30 AM
In 2002, you could buy Amazon for $6. Netflix traded at $3 in 2008. The best investments emerge from bubble wreckage, not bubble peaks. What will be the AI equivalent? New post on why the crash creates the opportunity: craigmccaskill.com/ai-bubble-history