Founders romanticize hiring young, ambitious talent to save money, but it's a costly mistake. Paying a premium for proven, experienced hires yields significantly better outcomes and avoids the low hit rate of "angel investing in people."

Contrary to conventional wisdom, KP's most successful portfolio companies (like Rippling and Glean) overwhelmingly hire for potential, not past titles. 38 of the top 40 executive roles are filled by individuals reporting to the CEO for the first time, emphasizing adaptability and growth over a long resume.

Early-stage founders often mistakenly hire senior talent from large corporations. These executives are accustomed to resources that don't exist in a startup. Instead, hire people who have successfully navigated the stage you are about to enter—those who are just "a few clicks ahead."

Delaying key hires to find the "perfect" candidate is a mistake. The best outcomes come from building a strong team around the founder early on, even if it requires calibration later. Waiting for ideal additions doesn't create better companies; early execution talent does.

Marketing leaders often fail when hiring for functions they don't deeply understand. Success comes when you've done the job yourself first, like Capsule's marketing lead who ran events before hiring a specialist. This first-hand experience allows you to know precisely what "good" looks like and evaluate candidates effectively.

Founders often chase executives from successful scaled companies. However, these execs can fail because their experience makes them overly critical and resistant to the painful, hands-on work required at an early stage. The right hire is often someone a few layers down from the star executive.

Hiring external executives is risky because the best talent is rarely looking for a job. A better strategy is to promote hungry internal candidates, even if they seem underqualified, and support them with rented expertise from executive coaches and advisors.

Unlike operating companies that seek consistency, VC firms hunt for outliers. This requires a 'stewardship' model that empowers outlier talent with autonomy. A traditional, top-down CEO model that enforces uniformity would stifle the very contrarian thinking necessary for venture success. The job is to enable, not manage.

Early-stage companies need experienced executives not just for their skills, but for their 'borrowed credibility.' A well-respected leader like former CEO Bob Muglia lent Snowflake instant legitimacy, which inspired belief in the team, reassured customers, and empowered the young founders.