Leadership on Notes from the Rabbit Hole

What My AuDHD Brain Taught Me About Leadership

Sun, 19 Apr 2026 00:00:00 -0400

The first couple of hours of my workday happen in quiet. I live on the East Coast; my company is on Mountain Time, which means my coworkers are two hours behind me. That window is the part of the day I use for focused research. It is where I keep my own skills sharp, and where I think through new patterns I want my team to try out so they can grow.

The AGENT Framework in Action: Conflict Resolution Meets AI at AgileRTP

Tue, 05 Aug 2025 19:30:00 -0400

Sam Bayer brought something different to AgileRTP this month: a framework for turning workplace conflict into collaboration, backed by an AI chatbot trained on his methodology.

The 55-minute session covered practical conflict resolution techniques and included live demonstrations using real workplace scenarios that had participants saying things like “those are the exact steps that we’re taking” and “there’s a certain amount of relief coming from the response.”

From Agile Veteran to Conflict Resolution Expert

Sam’s journey to conflict resolution began during his 14 years founding and running an agile software company. “My recollection of having founded and run an agile company for 14 years is that on a daily basis there was conflict,” he told the group. “Conflict on scope, conflict on resources, conflict on time, conflict on money, conflict on executive sponsorship, conflict on customer availability, conflict, conflict, conflict.”

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

Sun, 08 Jun 2025 10:00:00 -0400

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.