Jim talks with Lisa Buckingham—a veteran HR leader at Vialto Partners, US Soccer, Lincoln Financial, and Thomson—about how the LLM era is reshaping hiring and job architecture, and how companies and workers can roll with the changes.

They discuss:

Jim and Lisa's shared history in natural language processing labs thirty years ago—and the contrast with today, where "everybody can be an AI expert"
The kind of people to hire in the age of LLMs: intellectual curiosity, learning agility, and willingness to work differently
"Trust the machine, but always validate"—the principle of embracing AI while maintaining human oversight
COVID as an accelerant of technology adoption
Workforce adoption realities at Vialto—evangelists, pessimists, and the change management challenge
Shark Tank-style internal AI contests as a model for engaging employees with new tools
Why the "future of work" is dead
Programmers and product managers merging roles; job architectures flattening into skills-based, fluid inventories
AI's historical weight—"as pivotal as electricity"—and the limits of anyone's ability to predict machine learning's trajectory
Jim's "what, when" framework and the twin failure modes of AI projects
"Test and learn" as the right posture toward AI transformation, and whose responsibility "what, when" actually is—CEO, CTO, and sales as a coalition
The productivity multiplier for programmers—7–10x gains—and Jim's argument that demand for software could actually increase total programmer headcount
Why sales jobs are probably not highly "AI-able" anytime soon, and what salespeople need to communicate to retain relevance
Lisa's personal use of Claude and Copilot 365
The leveling effect of AI for non-STEM people
Jim's argument (since November 2022) that top liberal arts graduates are the most natural prompt engineers
Lisa's 1999 Georgetown thesis—"Are liberal arts majors the answer to the .com era worker shortage?"—and its uncanny parallel to the 2026 humanities debate
The education paradox: how Lisa's son was banned from using AI in class but required to be an AI expert for his summer internship
The calculator analogy, and whether AI in education follows the same arc
Resistance to the AI voice in writing
Jim's technique for capturing stylistic tendencies with AI
The rising costs of frictional bureaucracy and the unreasonable effectiveness of small teams
What Lisa saw on a recent safari about what AI can't replace, and the choice between evolving and being overtaken
Learning agility as the core HR question—how to handle employees who cannot or will not embrace AI
The shifting meaning of "owning your work"

… and much more.

Links: 

Episode Transcript
Co-Intelligence: Living and Working with AI, by Ethan Mollick
The Elements of Style, by William Strunk Jr. and E.B. White

Bio: 

Lisa M. Buckingham is a globally recognized human resources executive with over twenty-five years of experience leading people, culture, and transformation strategies across complex, mission-driven organizations. As Chief People & Culture Officer for Vialto, she oversees the company’s global people strategy, driving organizational performance and advancing a culture of inclusion and agility that supports Vialto’s purpose of helping people thrive in a global, mobile world.