This is such a thoughtful, layered piece, Katie—and it resonates even more having just talked about Amy Webb’s Generation T framing with you earlier this week.
You’ve beautifully captured the emotional undercurrent of this transition—not just as change, but as a generational rite of passage. What we’re navigating isn’t only technological or structural. It’s identity-level. And for many of the AI leaders I work with, that shift definitely feels more like unlearning than upgrading.
What we carry, what we leave behind, what we dare to imagine next—these are no longer abstract questions. They’re personal. And they’re urgent.
Just wondering what you (Katie), are unlearning right now? And what feels most worth carrying forward for you?
Thank you for reminding me about Amy’s comment so I could add it before publishing! That’s a great question and I should have included my own reflections. I’m unlearning a lot of things but two big things are reshaping my relationship to money and my value being attached to how productive I am. While I’m still creating I find myself moving more into a coaching era and expanding my focus.
This is such a thoughtful, layered piece, Katie—and it resonates even more having just talked about Amy Webb’s Generation T framing with you earlier this week.
You’ve beautifully captured the emotional undercurrent of this transition—not just as change, but as a generational rite of passage. What we’re navigating isn’t only technological or structural. It’s identity-level. And for many of the AI leaders I work with, that shift definitely feels more like unlearning than upgrading.
What we carry, what we leave behind, what we dare to imagine next—these are no longer abstract questions. They’re personal. And they’re urgent.
Just wondering what you (Katie), are unlearning right now? And what feels most worth carrying forward for you?
Thank you for reminding me about Amy’s comment so I could add it before publishing! That’s a great question and I should have included my own reflections. I’m unlearning a lot of things but two big things are reshaping my relationship to money and my value being attached to how productive I am. While I’m still creating I find myself moving more into a coaching era and expanding my focus.