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Growing older is automatic. Growing up isn't. I've noticed there are a few childish instincts I still haven't completely grown out of. I’m just better at hiding them now. 😂 In this episode, I unpack three: I want it now. What about me?! I'm telling! They show up differently as adults—in impatience, comparison, envy, gossip, and avoiding hard conversations—but the instincts aren't all that different. Maybe maturity isn't getting to the point where those instincts disappear. Maybe it's getting better at recognizing them when they show up—and learning not to let them drive. Because growing older is automatic. Growing up isn't.

Most leaders run one-on-ones every week. Almost none of them run one-on-ones their people actually want to show up to. The problem isn't effort — it's a fundamental mismatch: you think you're running a status meeting. Your direct report came hoping for something else entirely. In this episode, Adam and Clay break down why the most powerful recurring meeting on your calendar is also the most wasted one — and what to do about it. You'll learn the difference between a status meeting and a trust meeting, what your direct reports actually need from 30 minutes with you, and a handful of small shifts that turn a hollow check-in into the best meeting of someone's week. This podcast is produced by Sound of a Rose.

When 18 out of 23 leaders in a room all gave the same answer — people — to the question "What's the most puzzling part of leadership?", it was hard to ignore. This episode unpacks why. Drawing on a distinction from Arthur Brooks' new book, we explore the difference between complicated problems (ones that can be solved) and complex problems (ones that can only be managed). The cruel irony of leadership? Solve enough complicated problems and you get promoted into a world full of complex ones — and the skills that got you there are almost useless in this new game. If you've ever tried to spreadsheet your way through a relational conflict or a disengaged high performer, this one's for you. We'll talk about what it actually looks like to stop trying to solve the unsolvable — and why leaning into the mystery might be the most important thing you can do as a leader. Podcast produced by Sound of a Rose

Can you be friends with the people you lead—and still hold them accountable? Lauren Seymour believes you can. And she has some credibility on the subject. Lauren leads a team of roughly 600–700 people at Insulet, and she’s one of the best leaders I’ve ever watched when it comes to building genuine relationships while still having hard conversations and holding people accountable. In this conversation, we talk about: • Why relationships can actually make accountability easier • How to give difficult feedback without crushing someone • The difference between authenticity and oversharing • Lauren’s “trust triangle” for involving her team in decisions • How to lead people you don’t naturally connect with • What to do when you and your boss probably aren’t going to be BFFs If you lead people—or work for someone who does—there’s a lot here you can put to work immediately. Subscribe to How to Lead for practical conversations about becoming a better leader at work. Music licensed through Soundstripe. Code: ZPOTOQKSGDXGFBG8

What if self-leadership isn’t primarily a discipline problem, but a relationship problem? In this episode, Clay explores the relationship between who you are today and the person who has to live with your decisions tomorrow. He shares three practical ways to become more generous to “future you." And one simple question that can change how you approach your work, calendar, and leadership. David Cain, “Do Things You’ll Love Yourself For” (Read the article on Raptitude)
Clay talks about a recent experience and how it reminded him of the power of a leader's words.
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