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.

Success brings knowledge, but it also creates a bias against trying unconventional ideas. Early-stage entrepreneurs are "too dumb to know it was dumb," allowing them to take random shots with high upside. Experienced founders often filter these out, potentially missing breakthroughs, fun, and valuable memories.

Successful individuals and companies don't experience more fortunate events. Instead, they excel at capitalizing on positive serendipity and navigating negative shocks. The narrative of "luck" is often a psychological crutch for those unwilling to take responsibility for their reactions to life's inherent volatility.

Conventional wisdom to 'stay focused' is flawed. Breakthrough growth often comes from making many small, exploratory bets. YipitData's success wasn't from perfecting one thing, but from the one small, tangential bet each year that drove 90% of the growth while others failed.

Since startups lack infinite time and money, an investor's key diligence question is whether the team can learn and iterate fast enough to find a valuable solution before resources run out. This 'learning velocity' is more important than initial traction or a perfect starting plan.

While no single path guarantees startup success, the phrase "there's no one right answer" is dangerous. It implies all approaches are equally valid, leading founders to choose easy methods over proven, difficult ones. In reality, only a handful of paths are viable, while the vast majority ensure failure.

Companies like Instagram that succeed early become risk-averse because they lack experience in navigating failure. In contrast, enduring early struggles builds resilience and a willingness to experiment, which is critical for long-term innovation.

Much online startup advice comes from founders with a single lucky success or a large pre-existing audience, making their advice often not repeatable. Seek guidance from those who have demonstrated success multiple times, proving their methods are based on skill and strategy, not just luck or circumstance.

Rapid startup success stories are misleading. A company's quick victory is almost always the result of its founder's decade-long journey of grinding, learning, and failing. The compounding effect of skills, credibility, and network building is the true engine behind the breakthrough moment.