Thematic investors often develop strong opinions about a market. A key mistake is imposing that vision onto a startup, effectively acting as its strategist. True alignment comes from backing the founder's vision, not getting excited about how the company could fit the investor's pre-conceived thesis, which can lead to failure.
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Echoing the Hippocratic Oath, a venture investor's primary job with a high-performing company is to stay out of the way and not disrupt its momentum. While providing resources for talent, capital, and strategy is valuable, it's secondary to the core principle of not interfering with a team that is already executing successfully.
Founders should press VCs on how they specifically envision working together. A strong investor can articulate a nuanced plan tailored to the team's unique needs and the founder's working style, moving beyond a generic menu of services to show true alignment and understanding of the business's goals.
Instead of coaching unconventional founders to be more palatable for mainstream Series A investors, early backers should encourage them to lean into their unique traits. The investor's role is to help them find the right future partners who appreciate their peculiar worldview, not to change it.
Founders with deep market fit must trust their unique intuition over persuasive, but generic, VC advice. Following the standard playbook leads to cookie-cutter companies, while leaning into the 'weird' things that make your business different is what creates a unique, defensible moat.
Successful investing requires strong conviction. However, investors must avoid becoming so emotionally attached to their thesis or a company that they ignore or misinterpret clear negative signals. The key is to remain objective and data-driven, even when you believe strongly in an investment.
Founders must have conviction, as even their most sophisticated investors can fundamentally misjudge a bold strategic shift. A Sequoia Capital partner admits their own investors strongly opposed a pivotal move into logistics, demonstrating that founder vision must sometimes override expert consensus.
Many VC firms hire former operators for their expertise, but success isn't guaranteed. The best operator-VCs avoid the urge to "backseat drive" the companies they fund. Instead, they leverage their experience with extraordinary humility, acting as a supportive advisor rather than a replacement CEO.
The hardest transition from entrepreneur to investor is curbing the instinct to solve problems and imagine "what could be." The best venture deals aren't about fixing a company but finding teams already on a trajectory to succeed, then helping change the slope of that success line on the margin.
An investor's power over a portfolio company is fundamentally limited and primarily negative. While a VC can block a founder's actions, such as through board approval or withholding capital, they cannot force a founder to take a specific path, even if it seems obviously correct. The role is to advise and assist, not to command or execute.
While it's crucial to listen to markets and clients, founders must also be prepared to stick to their convictions when investors, who may not be specialists in their niche, offer conflicting advice. Knowing when to listen and when to hold firm is a key startup skill.
