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.

When evaluating investments, Danny Meyer prioritizes leadership quality over the initial concept. He believes a strong leader can pivot and improve a mediocre idea, whereas even a brilliant concept is doomed to fail under poor leadership. This highlights the primacy of execution over ideation for investors.

Many founders run "too lean," maximizing short-term profit at the expense of long-term growth. Strategically investing in a team, even if it lowers margins temporarily, frees the founder to focus on scaling, leading to greater overall profitability and less burnout.

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.

A common mistake in venture capital is investing too early based on founder pedigree or gut feel, which is akin to 'shooting in the dark'. A more disciplined private equity approach waits for companies to establish repeatable, business-driven key performance metrics before committing capital, reducing portfolio variance.

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.

Thrive's late-stage philosophy starts with qualitative conviction in the team and product. Quantitative analysis is used to confirm this hypothesis, not generate it. This approach builds resilience against short-term metric fluctuations that cause purely quantitative investors to lose confidence, allowing for bolder, long-term bets.

Lior Susan highlights the biggest mental hurdle for former operators becoming VCs: internalizing the power law. Operators are builders wired to fix problems and believe they can turn any situation around. In VC, success is driven by a few massive outliers, requiring focus on winners, not on fixing every company.

The transition from a C-suite operator managing thousands to an investor is jarring. New VCs must adapt from leading large teams to being individual contributors who write their own memos and do their own sourcing. This "scaling down" ability, not just prior success, predicts their success as an investor.