People Managing People

Kyle Holm has spent 25 years advising companies on compensation, and right now he’s watching the logic of corporate hierarchy break in real time. Not because executives suddenly discovered organizational theory, but because AI is collapsing the distance between capability and influence. The old model—slow progression through management layers, credential accumulation, carefully staged promotions—is running into a technology that rewards direct value creation instead. And executives are noticing.
In this conversation from Transform Las Vegas, Kyle and David unpack what happens when AI-native companies stop hiring “mid-level” talent altogether, why compensation systems built on titles and tenure are struggling to keep up, and how the next generation of workers may leapfrog traditional career ladders entirely. It’s a conversation about compensation on the surface, but underneath it’s really about power: who gets heard, who creates leverage, and who gets left behind when organizations flatten faster than expected.
Related Links:
Join the People Managing People Community
Subscribe to the newsletter to get our latest articles and podcasts
Connect with Kyle on LinkedIn
Visit Sequoia Consulting Group
Support the show

Most companies say they’re building community. What they often mean is: they launched a Slack channel no one reads, hosted an event with a neon sign and a DJ, watched people post about it on Instagram, and called the whole thing a success. Meanwhile, the people in the room never actually connected.
In this episode, David sits down with Jessie Jacob, Culture First Community Manager at Culture Amp, to unpack why relational atrophy is becoming one of the defining workplace problems of the AI era. Jessie manages a global community of more than 100,000 people, and her argument is simple: if people don’t feel safe, welcomed, or genuinely connected, no amount of “community strategy” will save you. In a world increasingly optimized for efficiency, automation, and performative engagement, human connection is quickly becoming the real competitive advantage.
Related Links:
Join the People Managing People Community
Subscribe to the newsletter to get our latest articles and podcasts
Connect with Jessie on LinkedIn
Visit Culture Amp
Support the show

AI is speeding up people decisions at exactly the moment those decisions require more care, more context, and frankly, more humility. In this episode, Matt Poepsel from The Predictive Index joins David Rice at Transform to unpack the growing gap between what AI can do and what organizations actually understand about the people data they’re feeding into it. Because while everyone is obsessed with automation, agents, and productivity gains, most managers still don’t know how to ask the most important question: “Do we actually have the right context for this decision?”
The conversation digs into the uncomfortable reality underneath modern workplace AI adoption. Companies are compressing timelines because AI can generate outputs faster, but they’re still operating from old assumptions about productivity, management, and collaboration. The result? Burnout, shallow decision-making, and what Matt calls “work slop” — endless AI-generated summaries, presentations, and outputs that create distance between people while pretending to improve teamwork. The deeper challenge isn’t technological. It’s behavioral. And most organizations still aren’t equipped to deal with that.
Related Links:
Join the People Managing People Community
Subscribe to the newsletter to get our latest articles and podcasts
Connect with Matt on LinkedIn
Visit The Predictive Index
Support the show

Only 10% of senior leaders admit to using AI. Which raises an awkward question: if leadership isn’t really using the tools, who exactly is teaching everyone else how to work with them? Increasingly, the answer is peers. In this conversation from Transform, David Rice sits down with returning guest Kamaria Scott to unpack why AI adoption is becoming less of a top-down transformation initiative and more of a global peer-learning experiment happening in real time.
They explore the growing tension between organizational pressure to adopt AI and the complete lack of capacity many employees have to actually experiment with it. Along the way, they dig into manager enablement, skill atrophy, learning agility, performance management, and the uncomfortable possibility that companies are automating away the very expertise employees need to judge whether AI output is any good in the first place. The result is a candid discussion about why managers may become the bottleneck in AI adoption—and why organizations that failed to build real learning cultures before this moment are now paying for it.
Related Links:
Join the People Managing People Community
Subscribe to the newsletter to get our latest articles and podcasts
Connect with Kamaria on LinkedIn
Support the show

Most leaders are making AI decisions in the dark—restructuring roles, cutting headcount, and chasing use cases without understanding how work actually gets done. Not the org chart version. The real, messy, task-level reality. And that’s a problem, because when you don’t understand what creates value, automation becomes guesswork dressed up as strategy.
Victoria Pelletier joins the show to challenge the prevailing top-down approach. Instead of starting with AI capabilities, she argues for working backwards from business strategy to task-level workflows, skills, and human contribution. The result? A more grounded, more human, and frankly more effective way to redesign work in an AI-driven world.
Related Links:
Join the People Managing People Community
Subscribe to the newsletter to get our latest articles and podcasts
Check out this episode’s sponsor: Intuit QuickBooks Payroll
Connect with Victoria on LinkedIn
Visit Kyndryl
Support the show