VCs with operational backgrounds value execution over credentials. They screen for founders who show an instinct to act and build immediately, such as launching a splash page to test demand, before raising capital. This "dirt under the fingernails" is a stronger signal than pedigree.
Analysis shows that the themes venture capitalists and media hype in any given year are significantly delayed. Breakout companies like OpenAI were founded years before their sector became a dominant trend, suggesting that investing in the current "hot" theme is a strategy for being late.
The institutionalization of venture capital as a career path changes investor incentives. At large funds, individuals may be motivated to join hyped deals with well-known founders to advance their careers, rather than taking on the personal risk of backing a contrarian idea with higher return potential.
VCs with operator backgrounds can provide a unique type of support, acting as a "favorite uncle." They are a safe sounding board for sensitive, human-centric challenges like layoffs, where founders may hesitate to speak with board members who are solely focused on growth metrics.
Micah Rosenbloom of Founder Collective argues that keeping fund sizes small is a strategic choice. It aligns the firm with founders by making smaller, life-changing exits viable, maintaining founder optionality, and focusing on multiples rather than management fees from a large AUM.
A smaller fund size enables investments in seemingly niche but potentially lucrative sectors, such as software for dental labs. A larger fund would have to pass on such a deal, not because the founder is weak, but because the potential exit isn't large enough to satisfy their fund return model.
True investment courage isn't just writing the first check; it's being willing to invest again in a category after a previous investment failed. Many investors become biased and write off entire sectors after a single bad experience, but enduring VCs understand that timing and team make all the difference.
Contrary to the common VC advice to "play the game on the field" during hot markets, Founder Collective reduces its check size for high-valuation deals. This strategy allows them to maintain exposure to promising companies while intentionally keeping the fund's overall weighted average cost basis low.
