People seem to like my AI session transcripts where I see big AI failures. I definitely don’t like living through them, but they can be instructive to readers of this blog.
Here’s an excerpt that will give you much to think about. Note my prompting style (my two prompts are in bold) as we reached
July 2026
July Issue of My Personal Strategy Compass Newsletter Published: The Shower Curtain Fallacy
By Dennis Kennedy on
The Shower Curtain Fallacy (And Why You Are Burning Your Vitality)

I’ve just published the July issue of the Personal Strategy Compass newsletter, and it centers on a physical metaphor that hit me during my recent Q3 Personal Quarterly Offsite (PQO).
I caught myself spending far too much analytical energy on a minor home…
The 2026 Associate: Lessons from My Michigan Law Class
By Dennis Kennedy on
In the latest episode of The Kennedy-Mighell Report, Tom Mighell and I turned the spotlight inward to talk about the course I just finished teaching at the University of Michigan Law School called Legal Technology Literacy and Leadership. This course is considered a practical simulation class. It was built this past semester around…