Prioritizing a candidate's skills ('capacity') over their fit with the team ('chemistry') is a mistake. To scale culture successfully, focus on hiring people who will get along with their colleagues. The ability to collaborate and integrate is more critical for long-term success than a perfect resume.

In a corporate setting, a PM might build a feature because an executive wants it. As a solopreneur, you personally absorb all financial and time costs. This forces a raw, unfiltered evaluation of business viability and opportunity cost for every decision, a muscle often atrophied in large organizations.

Many leaders hire defensively, trying to avoid a costly mistake. This fear-based mindset leads to negative assumptions and misinterpretations of candidate signals. Shifting to an abundance mindset—believing the right person is out there—fosters curiosity and leads to better evaluation and hiring outcomes.

The ideal early startup employee has an extreme bias for action and high agency. They identify problems and execute solutions without needing approvals, and they aren't afraid to fail. This contrasts sharply with candidates from structured environments like consulting, who are often more calculated and risk-averse.

Hiring for "cultural fit" can lead to homogenous teams and groupthink. Instead, leaders should seek a "cultural complement"—candidates who align with core values but bring different perspectives and experiences, creating a richer and more innovative team alchemy.

Avoid hiring a growth leader with a big-name pedigree for your early team, as they are often unsuited for the necessary hands-on experimentation. Instead, seek young, hungry builders who are motivated by chaos and comfortable rebuilding their own work as the company's needs evolve.

When evaluating senior candidates, don't view a failed entrepreneurial venture as a negative. It often indicates valuable traits like risk-tolerance, scrappiness, and resilience. These leaders have learned hard lessons on someone else's dime, making them potentially more effective in a new organization.

Technical competence is the easiest part of a technical co-founder to evaluate. The real risks lie in misaligned goals (lifestyle vs. unicorn), personality clashes, and incompatible work styles. Prioritize assessing these crucial "human" factors first.

When you're the sole decision-maker on a personal project, you never learn to influence without authority or manage stakeholders. This creates a significant skill gap because you have no one to push back, challenge your assumptions, or force you to justify your decisions, which are core PM competencies.