Duolingo lives by the mantra, "it's better to have a hole than an a-hole." The company spent 1.5 years searching for a CFO and rejected a candidate who was perfect on paper after discovering he was rude to a driver and a junior employee. This demonstrates a deep, costly commitment to protecting company culture.

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To make culture tangible, create memorable rules with "shock value." At A16Z, being late for a meeting with an entrepreneur costs a partner $10 per minute. This financial penalty makes the abstract value of "respecting founders' time" an unforgettable and enforceable daily practice.

CEOs provide a curated view of their company's culture. To get an accurate picture, talk to people who have left the organization on good terms for an unfiltered perspective. Also, ask behavioral questions like 'What would you tell a friend to do to be successful here?' to uncover the real cultural DNA.

Culture isn't about values on a wall; it's about daily habits enforced by memorable rules. Ben Horowitz argues that rules need "shock value," like A16z's policy of fining partners $10 per minute for being late to a founder meeting. This makes the underlying principle—respect—unforgettable and non-negotiable.

To clarify difficult talent decisions, ask yourself: "Would I enthusiastically rehire this person for this same role today?" This binary question, used at Stripe, bypasses emotional ambiguity and provides a clear signal. A "no" doesn't mean immediate termination, but it mandates that some corrective action must be taken.

To truly build a people-first culture, give the head of HR (rebranded as 'Chief Heart Officer' to change perception) more political clout and decision-making power than the Chief Financial Officer. This organizational structure ensures that employee retention and happiness are prioritized over pure financial metrics, leading to long-term stability and success.

The common practice of hiring for "culture fit" creates homogenous teams that stifle creativity and produce the same results. To innovate, actively recruit people who challenge the status quo and think differently. A "culture mismatch" introduces the friction necessary for breakthrough ideas.

A16Z has a zero-tolerance policy: employees who publicly "talk smack" about any entrepreneur—even one not in their portfolio—are fired immediately. This prevents a culture of looking smart by making others look stupid and solidifies their core identity as supporters of innovation, not critics.

The "attitude vs. aptitude" debate is flawed. Instead, hire the person with the smallest skill deficiency relative to the role's requirements. For a cashier, attitude is the harder skill to train. For an AI researcher, technical aptitude is. The key question is always: is it worth our resources to train this specific gap?

Senior executives are, by definition, excellent at interviewing, making the process unreliable for signal. Instead of relying on a polished performance, ask to see the 360-degree performance reviews from their previous company. This provides a more honest, ground-truth assessment of their strengths and weaknesses.

Duolingo Delayed a CFO Hire for 1.5 Years to Uphold Its 'No A-holes' Rule | RiffOn