When leaders request more features than a team can deliver by a deadline, the problem should be treated as shared rather than delegated entirely to the team. Leaders who default to pressure often do so because teams have historically been unreliable, while teams become unreliable partly due to that same pressure — a systemic cycle. Better leaders get curious about what's driving complexity, engage in tradeoff discussions, and help find a 'good-enough' solution such as reducing scope or phasing delivery. Teams, in turn, must build credibility through reliable planning. A real-world example illustrates how a leader simplified a feature by understanding where complexity actually lived, enabling an earlier release. The post also promotes an 'Overcommitment Toolkit for Leaders' with planning worksheets and guides.