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Founders fail at hiring because they try to replace themselves with a single person who can do everything—a unicorn that doesn't exist. Instead, break down the role into its core functions (e.g., the horn, the horse, the sparkle) and hire multiple, more easily-found specialists to fulfill those distinct needs.
To succeed, a founder must identify the single most critical function for their business (e.g., marketing for D2C). Then, they must either be a world-class expert at "figuring it out" themselves or become a world-class recruiter to hire the person who is. There is no other path.
Most founders hire senior talent by looking for a lack of weakness. A better approach is to first define the single most critical superpower the role requires. Then, search for a candidate who is a superstar at that one thing, even if they have deficiencies elsewhere.
A frequent hiring error is choosing candidates because you believe they possess "magical knowledge" from their specific background that will solve all problems. These hires often fail by rigidly applying an old playbook. Prioritize adaptable, curious problem-solvers over those with seemingly perfect but ultimately static domain expertise.
Founders often believe they can hire one "integrator" (like a COO) to handle all operational details. This is a myth. True scaling requires hiring specific, talented functional leaders (e.g., Head of Sales, Head of Product) who can solve a single, major business constraint, not a generalist helper.
A common scaling mistake is continuing to hire for broad, 'multi-hyphen' roles (e.g., 'sales and retail manager'). As the business grows, these generalist positions dilute focus. Instead, create tighter, more specialized job descriptions to bring clarity and attract hyper-focused candidates.
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.
Founders are "unicorns" with unique skill sets impossible to hire for in a single person. To scale and remove yourself as a bottleneck, break your responsibilities into their component parts (e.g., sales, marketing, product) and hire specialists for each, assembling a team that approximates your output, even at a lower margin.
Superhuman's CEO rejects the standard playbook, like spending 30% of his time on recruiting, because it's not his strength. He advises founders to focus on their unique talents (e.g., product, design) and hire excellent leaders to cover their weaknesses, rather than forcing themselves into a generic CEO mold.
In a fast-moving environment, rigid job descriptions are a hindrance. Instead of hiring for a specific role, recruit versatile "athletes" with high general aptitude. A single great person can fluidly move between delivery, sales, and product leadership, making them far more valuable than a specialist.
The founder's role is not specialist but a rotating generalist. They must identify the company's current bottleneck and become "70% good" at that function—be it product, finance, or sales. This allows them to lead the charge and know what to look for before hiring a true expert.