Founders often fall into damaging extremes. Some constantly chase novelty and never commit, while others cling to their comfort zone (e.g., coding) and neglect vital business needs like sales. The goal is to find a balance, pushing boundaries when necessary but also focusing to execute.
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The most significant founder mistakes often arise from abandoning one's own judgment to do what is conventionally expected. Jason Fried notes that these errors feel worse because you aren't just failing, you're failing while trying to be someone else, which undermines the core identity of your company.
Guy Kawasaki identifies successful founders like Steve Jobs and David Chang as being both "plumbers" (handling the messy, operational details like cleaning up literal shit) and "poets" (driving the grand, artistic vision). Excelling at only one without the other is insufficient for building a remarkable company.
As startups hire and add structure, they create a natural pull towards slower, more organized processes—a 'slowness gravity'. This is the default state. Founders must consciously and continuously fight this tendency to maintain the high-velocity iteration that led to their initial success.
Founders often equate constant hustle with progress, saying yes to every opportunity. This leads to burnout. The critical mindset shift is recognizing that every professional "yes" is an implicit "no" to personal life. True success can mean choosing less income to regain time, a decision that can change a business's trajectory.
A founder's role is constantly changing—from individual contributor to manager to culture builder. Success requires being self-aware enough to recognize you're always in a new, unfamiliar role you're not yet good at. Sticking to the old job you mastered is a primary cause of failure to scale.
The intense, unreasonable passion that fuels hyper-growth is the same trait that can lead a founder to make reckless, company-threatening decisions. You can't have the creative genius without the potential for destructive behavior. The same person who clears the path can also blow everything up.
The number one reason founders fail is not a lack of competence but a crisis of confidence that leads to hesitation. They see what needs to be done but delay, bogged down by excuses. In a fast-moving environment, a smart decision made too late is no longer a smart decision.
Entrepreneurs driven by external pressures like social status or financial gain, termed "obsessively passionate," are ironically less effective. This type of passion leads to a lack of boundaries, diminished focus, and an inability to balance other life roles, ultimately hindering business performance.
Bumble's founder believes the initial, all-consuming obsession is critical for getting a startup off the ground. However, this same intensity becomes a liability as the company matures. Leaders must evolve and create distance to gain the perspective needed for long-term growth and to avoid stifling opportunity.
