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Vlad Tenev eliminated company-wide 'wellness days,' a popular COVID-era perk he felt was illogical and inefficient. Despite internal fear of backlash, he pushed the change through. Employee complaints lasted only a single day. This shows that leaders can make tough, logical decisions even if they seem unpopular initially.

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A core tenet of Forrest Li's leadership is that leaders must personally own and execute the most difficult decisions, like freezing salaries. He argues that pleasant and popular tasks should be delegated, while the leader's ultimate responsibility is to show up in difficult times and make the unpopular-but-necessary calls.

To combat the natural reluctance to admit failure and to foster decisiveness, some innovative companies offer bonuses to employees who kill their own underperforming projects. This practice creates a culture of honesty and overcomes the personal attachment that often keeps bad ideas alive far too long.

Admitting a decision was wrong is hard. Vlad Tenev suggests practicing on small, low-stakes issues, like office catering. This builds the organizational muscle and psychological safety for leaders to reverse larger, more critical strategic decisions without being paralyzed by the fear of admitting a mistake.

When a founder advises a successor to 'make decisions that energize you,' it's a strategic directive, not a wellness tip. It serves as a guardrail against the 'death by a thousand cuts' that comes from compromising core beliefs just to make others comfortable, thereby preserving the vision.

A decision is only a true test of values when it costs something. When Basecamp banned politics at work, they lost 20-30% of their staff and faced backlash. By sticking to their personal values, they attracted aligned talent and built a stronger company long-term.

Being a "nice" boss often means pleasing the majority and avoiding conflict. True kindness in leadership involves toughness—holding high standards and having difficult conversations because you have your team's best interests at heart. Kindness is about betterment, not just being liked.

If a decision has universal agreement, a leader isn't adding value because the group would have reached that conclusion anyway. True leadership is demonstrated when you make a difficult, unpopular choice that others would not, guiding the organization through necessary but painful steps.

When facing emotionally difficult decisions like firings or reorgs, it's tempting to optimize for making people happy. The correct mantra is 'serve the business, not the people.' A successful business ultimately benefits everyone involved. This principle provides clarity and helps you make the right, albeit painful, call.

Constantly shielding your team from discomfort to optimize for short-term happiness ultimately builds anxiety and fragility. True resilience comes from a culture where people can face hard things, supported by leadership, and learn to cope with disappointment.

Instead of just cutting a day, position the four-day week as a powerful incentive for employees to embrace process overhauls and new technologies they might otherwise resist. The shared reward of more time off motivates them to achieve the necessary productivity gains.

Killing Popular But Inefficient Perks May Have Minimal Fallout | RiffOn