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A community advice column from Lenny's Newsletter addressing practical product management and business challenges, including fractional CPO compensation models, free e-signature tools, analysis of inactive paying users, and strategies for sharing development tools across teams.
IN today’s landscape, complete with change, disruption, ambiguity and uncertainty, it’s more important than ever that leaders are effective, not just efficient. Talent management must shift from being reactive to being strategic, intentional and aligned to outcomes. How do we move from “putting out fires” and reading smoke signals to building the “house”, or environment, to better account for pote
RESEARCH shows that nearly 95% of employees do not fully understand their organization’s strategy, and even more concerning, many leaders overestimate how clearly they are communicating it. This disconnect is not just an operational issue—it is a leadership risk, often driven by blind spots at the executive level. High-performing leaders are often celebrated for their decisiveness, resilience, and
IDEAS shared have the power to expand perspectives, change thinking, and move lives. Here are two ideas for the curious mind to engage with: I. Nvidia CEO Jensen Huang on success: “‘People with very high expectations have very low resilience. Unfortunately, resilience matters in success,’ he later said. ‘Greatness is not intelligence. Greatness comes from character.’ And character, in his view, ca
DBS Bank believes that innovation is critical to its survival, and to reinforce that objective, it made innovation a KPI representing 20% of every team and individual’s performance review. In this episode of Leaders at All Levels, hosts Katherine W. Isaacs and Michele Zanini speak with Bidyut Dumra, group head of innovation and future of […]
Dr. Giulia Enders has changed the way millions of people think about the human body. As a physician, microbiome researcher, and bestselling author, she has spent years studying the surprising role the gut plays in everything from digestion and immunity to mood, sleep, metabolism, and long-term health. In this conversation, Giulia explains how your gut shapes … The post How to Repair and Nourish Yo
Watch now | 🎙️Every loop type explained: heartbeats, crons, goals, and subagents. Plus two live Claude Code and Codex builds that run autonomously so you never manually babysit a PR again
Today’s episode of the Me, Myself, and AI podcast, the final one of Season 13, explores how Bank of America is preparing a massive global workforce for an AI future through upskilling and reskilling. Bernard Hampton, head of the financial institution’s Academy, explains how the learning and development organization focuses on workforce agility and a […]
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Watch now | 🎙️ “Evals are the modern version of a PRD”: Ankur Goyal (Braintrust) on encoding taste into systems that scale
Matt Harrison Clough/Ikon Images Some of the most spectacular stories of corporate growth revolve around big bets — long-term investments, bold pivots, and major acquisitions. Think of ASML, which pursued next-generation semiconductor manufacturing technologies for more than 30 years; Adobe, which abandoned perpetual licenses in favor of cloud subscriptions; or Disney, which acquired Pixar, Marvel
Listen now | Mark Pincus on why your instincts are right but your ideas are wrong, the “Proven, Better, New” framework, and what he’s teaching his kids
IDEAS shared have the power to expand perspectives, change thinking, and move lives. Here are two ideas for the curious mind to engage with: I. Sebastian Wernicke on automating insight: “Machine learning is not equally suitable for all tasks. It performs best when applied to frequent, repetitive decisions or tasks of manageable complexity. At the same time, the limits of machine learning when it c
As AI agents go beyond the hypothetical and enter actual workflows, many leaders see a gap between the promise and the reality. Are the agents ready? Moreover, are the humans? At the 2026 MIT Sloan CIO Symposium, we sought expert perspective and advice. We asked technology and business leaders, “What have you learned this year […]
IT'S a well-worn saying that the only constant in life is change, and that’s doubly true of the business world. If you’re successful, you need to constantly check your rearview mirror because there are always competitors right behind you. Earlier in my career, I became CEO of a company, Equity Marketing (which became EMAK Worldwide). My thinking at the time was: “Okay, you’re the boss, so you need
AI tools can help teams become faster and more efficient. But as organizations race to integrate artificial intelligence into more workflows, a problem is taking shape: the erosion of the critical thinking skills that leaders value. At the 2026 MIT Sloan CIO Symposium, we asked technology and business leaders to answer this question: What is […]
Carolyn Geason-Beissel/MIT SMR | Getty Images The consulting manager took a call at 7:30 p.m., while volunteering at her son’s soccer practice, from an employee who felt “on the verge of quitting.” Later that same week, she responded to texts sent at 2 a.m. from team members who could not sleep amid corporate restructuring and […]
WHEN I speak to a room of leaders, I like to start with a quick show of hands. How many would say they’re a bad leader? No hands. Good. How many think they’re exceptional, one of the best to ever do it? A few brave souls, usually with a laugh. And how many would put themselves somewhere in the middle, pretty good to very good? That’s where most hands go up. And honestly, that’s where mine goes up
IDEAS shared have the power to expand perspectives, change thinking, and move lives. Here are two ideas for the curious mind to engage with: I. Jim Collins on the love of doing the work: “There is a big difference between being in love with the idea of one’s work and being in love with doing the work itself. It means not just the love in the 0.001% highlight moments; it means love in the other 99.
Bill Gurley spent years on Wall Street, built his career as a partner at Benchmark, worked through Uber’s hypergrowth era, and now serves on the board of the Santa Fe Institute, where he studies complexity and systems thinking. Available Now: YouTube | Spotify | Apple Podcasts | Transcript | X In this episode, Bill shares … The post Mental Models That Change How You Think | Bill Gurley appeared fi
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