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A leader turned a £50,000 budget overspend into a learning opportunity, focusing on the unexpected sales lift and defending the employee in a wider meeting. This "challenge in private, support in public" approach builds trust and encourages future risk-taking.
Jensen Huang rarely fires employees for mistakes, viewing the error as an expensive but valuable lesson the company has already paid for. Firing them would be discarding that investment, as the employee who made the mistake is now the least likely person to repeat it.
To encourage a sales team to be more aggressive and take risks, leaders must make it safe to fail. A powerful tactic is to hold regular meetings where the team collectively analyzes both a won and a lost deal. This removes the stigma of failure and transforms individual losses into collective learning opportunities.
To deliver tough feedback without demoralizing someone, show them the mistake, then immediately provide examples of them executing correctly in the past. This frames the error as a temporary lapse from their proven capability, not a fundamental lack of ability, reinforcing their potential.
Studies show executives who admit to past struggles, like being rejected from multiple jobs, are trusted more by employees. This vulnerability doesn't diminish their perceived competence and can significantly increase team motivation and willingness to work for them.
To foster a culture of risk-taking and speed, leaders must accept that their role is not to prevent all errors. Instead, they should focus on creating an environment where mistakes are surfaced quickly and corrected without punishment, which is a key artifact of empowerment.
When a leader realizes they guided their team in the wrong direction, openly admitting the error and analyzing the flawed decision-making process is crucial. This act of vulnerability turns a potential failure into a powerful learning opportunity for the entire team on process and diligence.
When an experimental campaign failed, Edelman's CEO Richard Edelman protected the mid-level employee responsible. He framed the mistake as a necessary cost of innovation in a new field, explicitly telling the team to "keep pushing boundaries." This response fosters a culture where calculated risks are encouraged rather than punished.
Exceptional leaders demonstrate humility by framing success and failure differently. They give specific credit when an individual succeeds but take collective responsibility when the team falls short. This 'we failed' approach, exemplified by Mark Cuban, fosters a culture of teamwork and psychological safety that strengthens the entire organization.
At Menlo, PMs foster a fear-free culture by thanking developers who report budget or time overruns. This counter-intuitive reaction encourages early and honest communication, allowing the PM to manage issues proactively with the client instead of having them surface unexpectedly later.
Leaders must distinguish between bad outcomes from sound processes (being wrong) and those from foolish actions (being stupid). Smart people will often be wrong. Punishing them as if they were stupid, especially with hindsight bias, will destroy a risk-taking culture.