The feeling of being over-scheduled is a symptom of running ineffective meetings with no clear purpose. These bad meetings create new problems that then spawn more meetings to fix them, creating a vicious cycle of wasted time. The solution is better meetings, not fewer.

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.

Instead of open-ended agenda items like "let's do intros," propose specific time frames, such as "Let me give you 90 seconds on me, you can give me 90 seconds on you." This small framing tactic establishes you as a professional who respects time, prevents conversations from meandering, and maintains control of the meeting's flow.

Before intervening in someone's work, clearly state your positive intention. For example, 'I want to review this now so you can have more autonomy later.' This frames your action as helpful rather than controlling, disarming potential resistance.

As leaders rise, direct reports are less likely to provide challenging feedback, creating an executive bubble. To get unfiltered information, leaders should schedule regular one-on-ones with employees several levels down the org chart with the express purpose of listening, not dictating.

The first step to better meetings is asking "should we have this meeting at all?" By eliminating purely informational meetings, you prevent the formation of norms like disengagement and silence. This makes it more likely that when a collaborative meeting is necessary, team members will actively participate.

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.

Instead of presuming an employee is always available, managers should formally ask for a moment of their time (“Is now a good time to chat?"). This simple reframing treats the conversation as an appointment, sending a powerful signal that the manager respects the employee's focus and workload.

Instead of scheduling rigid, three-hour co-founder check-ins that often get canceled, adopt a 'counter-puncher' mindset. Keep important topics top-of-mind and seize spontaneous opportunities—like another meeting getting canceled—to have those crucial conversations. This fluid approach is more effective in a chaotic startup environment.