More capital isn't always better. An excess of funding can lead to a lack of focus, wasteful spending, and a reluctance to make tough choices—a form of moral hazard. It's crucial to match the amount of capital to a founder's ability to deploy it effectively without losing discipline.

During capital-constrained periods, founders must be ruthless in their focus. Every dollar and hour should go towards "killer experiments"—those that directly accrue value and hit the specific milestones required for the next fundraising round. "Cool science" that doesn't advance these goals is a luxury companies can't afford.

Beyond product-market fit, there is "Founder-Capital Fit." Some founders thrive with infinite capital, while for others it creates a moral hazard, leading to a loss of focus and an inability to make hard choices. An investor's job is to discern which type of founder they're backing before deploying capital that could inadvertently ruin the company.

Founders can become fixated on achieving a good burn multiple, which is a theoretical measure of fundability. However, they sometimes forget the practical reality: a great burn multiple is useless if the company runs out of cash. Cash in the bank is a material construct, not a theoretical one.

The traditional, long-term venture capital cycle may be accelerating. As both macro and technology cycles shorten, venture could start mirroring the more frequent 4-5 year boom-and-bust patterns seen in crypto. This shift would force founders, VCs, and LPs to become more adept at identifying where they are in a much shorter cycle.

Founder failure is often attributed to running out of money, but the real issue is a lack of financial awareness. They don't track cash flow closely enough to see the impending crisis. Financial discipline is as critical as product, team, and market, a lesson learned from WeWork's high-profile collapse despite raising billions.

In the AI era, token consumption is the new R&D burn rate. Like Uber spending on subsidies, startups should aggressively spend on powerful models to accelerate development, viewing it as a competitive advantage rather than a cost to be minimized.

A frequent conflict arises between cautious VCs who advise raising excess capital and optimistic founders who underestimate their needs. This misalignment often leads to companies running out of money, a preventable failure mode that veteran VCs have seen repeat for decades, especially when capital is tight.

Companies tackling moonshots like autonomous vehicles (Waymo) or AGI (OpenAI) face a decade or more of massive capital burn before reaching profitability. Success depends as much on financial engineering to maintain capital flow as it does on technological breakthroughs.