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Hi Reader, A founder I worked with years ago told me that he hated selling his team. Board meetings were easy for him. Investor pitches were fine. But the moment he had to “sell” his own team on a new direction, something tightened in him. He’d over-explain, talk too fast, and push too hard for agreement. And the more he pushed, the more the room pulled back. One day, after watching another meeting derail, I asked him what he was trying to avoid. He said, “I don’t want them to think I’m trying to control them.” He paused. The irony was clear even to him. Trying to get his team to think anything about him was a form of control. You’re always selling, whether you own it or notPeople often think of selling as a “necessary evil,” but if you really understand it, it’s just an extension of who you are. You're always selling. Especially as a leader, whether you want to admit it or not. You want people to respect each other, to be in alignment, to trust each other, and to understand your vision. What feels terrible about selling is when you’re trying to force people into an outcome. And that’s when things often go sideways in business. A contract that is created by force often goes south. People who feel forced often become passive aggressive. And customers who feel cajoled often become dissatisfied and speak poorly about your company. Trying to force people is what most people call “selling,” but it’s just a disguised fear of being dismissed, misunderstood, or rejected. The easiest way to see if fear is in the picture is whenever you are using any sort of force or chase to convince people. That never feels good, and never pays off in the long run. Big Love, Joe This newsletter is brought to you by The Council. |
Hi Reader, A few years ago, I worked with a leadership team at a Series C software company. On paper, they were perfectly aligned. Strategic plans were approved unanimously. Everyone nodded in meetings. Decisions passed without friction. And yet nothing moved. Projects stalled, timelines slipped, and initiatives that everyone had "agreed to" kept getting quietly deprioritized. The CEO was baffled. How could a team that agreed on everything execute on nothing? When we dug in, we found the...
Hi Reader, A few years ago, I worked with the CEO of a fast-growing company. He was deeply committed to his people: Generous with equity, flexible on hours, always available. But his company had a problem. They couldn't kill anything. Every initiative seemed to live forever. Their roadmap was cluttered with half-finished projects. Teams were stretched thin, saying yes to everything and finishing nothing. He kept trying to fix it with reorgs, new prioritization frameworks, or hiring new...
Hi Reader, In our last email, we explored the first pillar: We all want to be part of something exceptional. The desire to contribute, to win together, to be part of something meaningful are all already there in your people. The work is about unlocking that hunger. Let's dive in to the second pillar of fulling leadership: Pillar Two: Where it hurts is where you'll grow We point to this frequently in terms of self-discovery: Your triggers are a gift. They tell you where your unexamined...