When working under a less-experienced manager, you must take the lead in defining the relationship. Proactively push for clear goals, establish a check-in cadence, and ask for the feedback you need. In essence, you are teaching them how to be the manager you require.

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To avoid appearing incompetent, frame conversations with your manager around validation, not direction-seeking. Present your understanding of the goal, your proposed plan, and your key assumptions. This demonstrates proactivity and critical thinking while still inviting feedback.

Many 1-on-1s become rote reviews of past work. A more effective approach is to dedicate significant time to discussing future plans. Use this opportunity to check in on upcoming goals and direction, ensuring you and your manager are aligned before work begins.

A one-size-fits-all management style is ineffective. Leaders must practice 'situational leadership' by tailoring their approach to each team member's specific experience level and career goals. This means treating a senior employee differently from a junior one and focusing on the unique support each individual needs to grow and succeed.

To gain the freedom to lead your own way, first ask your manager to define success. Then, confirm your understanding by repeating it back. Finally, frame your request for autonomy as the best method to achieve their stated goals.

The transition from a hands-on contributor to a leader is one of the hardest professional shifts. It requires consciously moving away from execution by learning to trust and delegate. This is achieved by hiring talented people and then empowering them to operate, even if it means simply getting out of their way.

The "treat others as you want to be treated" mantra fails in leadership because individuals have different motivations and work styles. Effective leaders adapt their approach, recognizing that their preferred hands-off style might not work for someone who needs more direct guidance.

New leaders must transition from being the expert to being a coach. This involves letting your team struggle and even fail. Ask open-ended questions like, "When have you faced something similar before?" to build their problem-solving skills instead of simply giving them the solution.

Former BetterRx CEO Ben Clark sets the expectation that his leaders should be ahead of him 90% of the time, bringing him well-formed plans to critique rather than asking for direction. This empowers domain experts to truly own their space and frees the CEO to focus on high-level strategy and support.

When a manager assigns a task and never follows up, employees perceive it as unimportant. Consistent inspection—whether through formal reviews or informal check-ins—communicates that the work is a priority, which keeps the team honest and motivated.

Instead of offering unsolicited advice, first ask for permission. Frame the feedback around a shared goal (e.g., "I know you want to be the best leader possible") and then ask, "I spotted something that's getting in the way. Could I tell you about it?" This approach makes the recipient far more willing to listen and act.