A humanoid robot and a large octopus reach toward each other, touching fingertips and tentacles in a visual homage to Michelangelo's 'The Creation of Adam.' The robot is seated on a rocky surface to the left, extending one hand. The octopus floats in a circular space to the right, mirroring the iconic gesture. The image uses a classical painting style with muted earthy tones and visible brush textures, blending Renaissance aesthetics with surreal science fiction.

What I've Been Building: My Deep Dive into Human-First Enterprise AI Transformation

When my role as SVP at Lark Health was eliminated on May 2nd, I found myself with something I hadn’t had in years: time to think deeply about what’s happening in our industry right now. And what I’ve been seeing in enterprise AI transformation frankly concerned me. Not because AI is dangerous—though it can be—but because so many organizations are making the same mistakes I’ve watched companies make during every major technology shift over the past two decades. I’ve led organizations through DevOps transformations, Agile adoptions, and cloud migrations. Beyond the corporate roles, I was deeply involved in the broader transformation community; running meetups, speaking at conferences, and actively sharing what I was learning and developing with others. I know what successful transformation looks like, and more importantly, I know what failure looks like. ...