Leaders set direction from a strategic vantage point but lack visibility into on-the-ground realities. It is your responsibility as an individual contributor to proactively communicate unforeseen challenges and propose better paths based on what you encounter directly.
A significant gap exists between leadership's strategic decisions and the team's ability to implement them. Leaders assume that mission statements or strategic pillars are self-explanatory, but frontline workers often lack clarity on how these goals translate into daily tasks, leading to wasted effort and misalignment.
Don't just accept tasks from your boss. The initial request often reflects habit, not strategy. Your primary role is to pause and question if the proposed task truly solves the underlying business problem. This critical step prevents wasted effort and aligns work with actual goals, even when it means challenging a superior's directive.
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.
Surprising your manager with a major failure is one of the worst mistakes you can make. You must proactively communicate risks as soon as they arise. This gives your leader time to manage expectations up the chain and prevents them from being blindsided.
In an era of accelerating change, a manager's role is to be like a willow tree. They must provide a sturdy, stable vision for the team while remaining highly flexible in how they adapt to storms and changing conditions. This combination builds team resilience.
As an organization scales, some leaders become skilled at managing up while being poor managers to their teams. Executives must conduct regular skip-level meetings with frontline employees to get direct, unfiltered feedback and catch these bad behaviors that would otherwise be hidden.
Don't be afraid to surface problems to executives, as their job is almost entirely focused on what's not working. Withholding a problem is unhelpful; clarifying and framing it is incredibly valuable. Your champion isn't offending their boss by raising an issue, they're demonstrating strategic awareness.
When progress on a complex initiative stalls with middle management, don't hesitate to escalate to senior leadership. A brief, well-prepared C-level discussion can cut through uncertainty, validate importance, and accelerate alignment across teams or with external partners.
When expanding your impact beyond your defined role, you risk stepping on toes. To avoid this, involve relevant teams early, even if you have the skills to solve the problem yourself. This transforms a potential conflict into a collaboration, ensuring alignment and better outcomes.
The biggest blind spot for new managers is the temptation to fix individual problems themselves (e.g., a piece of bad code). This doesn't scale. They must elevate their thinking to solve the system that creates the problems (e.g., why bad code is being written in the first place).