Bringing AI Strategy to Life with Anjali Leon, Leanna Holmquist, and Thomas Peng
In this special episode, I’m joined by a panel of these three accomplished guests, including Leanna, a returning guest. This conversation was originally recorded at the May 15th World of Work Virtual Conference I co‑hosted with Tiffany Castagno of CEPHR LLC. This year's theme was "AI and Us: Now and Next".
As AI transforms every corner of work, middle managers sit at a pivotal crossroads, balancing today’s demands with the need to reinvent for tomorrow. Together, Anjali, Leanna, and Thomas help us unpack how those in the “middle” can navigate disruption, harness emerging tools, and redefine their value in an AI‑driven world.
A few key takeaways from super insightful conversation:
Organizations are adopting AI from a place of FOMO rather than clarity, leading to poorly articulated strategies, confusion about outcomes, and pressure on employees.Middle managers are the critical translation layer — uniquely positioned to bridge the gap between executive vision and frontline reality, advocate for their teams, and create safe, thoughtful adoption practices.Human skills — trust, empathy, curiosity, judgment — matter more than ever as AI becomes embedded in workflows. Leaders and teams must pause, verify, communicate transparently, and build cultures that use AI safely and meaningfully.AI adoption is exposing long‑hidden organizational weaknesses, from outdated systems to broken feedback loops — and without psychological safety, employees hesitate to surface these issues.Responsible AI use now depends on human judgment, not just technical policy, requiring teams to pause, verify, and stay transparent about when and how AI is used. Connect with our guests on LinkedIn:
Anjali: https://www.linkedin.com/in/anjali-leon/ Leanna: https://www.linkedin.com/in/leanna-h/Thomas: https://www.linkedin.com/in/thpeng/ Connect with me on LinkedIn - https://www.linkedin.com/in/meenakshi-iyer-northstar/
Learn more about NorthStar Solutions and Services LLC - https://www.northstaratwork.com/