Hi everyone,
In this week’s episode of Lead The Machine, I sit down with David Chaddock, a cybersecurity and compliance leader who has spent decades guiding organizations through high-stakes decisions where trust, risk, and innovation collide. David was previously at Accenture and West Monroe Partners. Now, he is Managing Partner and Co-Founder of Infinite Partners, a firm that provides fractional, interim, and on-demand trusted advisors.
What makes this conversation special is David’s perspective on how AI is reshaping leadership at every level. He makes a powerful point:
“Leadership has nothing to do with who sits at the top of the org chart anymore.”
AI has flattened knowledge hierarchies. Digital natives now lead with intuition and speed. Experienced professionals bring the judgment you can only earn by living through complexity. And organizations need both to move forward responsibly.
We talk about why AI projects stall, how incentives shape behavior, and why “progress over perfection” is becoming a non-negotiable principle for modern leaders.
We call out how sharing the outcomes included in executives’ bonus plans can unlock the kind of success that only comes when we are aligned. Most importantly, David shares what it looks like to build trust across teams when everything feels uncertain.
If you’re navigating AI change—or leading people who are—this episode will give you a fresh, pragmatic way to think about the road ahead.
Let me know what resonates for you.
