Founders face a strategic trade-off depending on the market cycle. In a hot market, capital is abundant but competition for user attention is fierce. In a quiet market, capital is scarce, but it's easier for a quality product to stand out and get noticed.
The current fundraising environment is the most binary in recent memory. Startups with the "right" narrative—AI-native, elite incubator pedigree, explosive growth—get funded easily. Companies with solid but non-hype metrics, like classic SaaS growers, are finding it nearly impossible to raise capital. The middle market has vanished.
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.
For startups experiencing hyper-growth, the optimal strategy is to raise capital aggressively and frequently—even multiple times a year—regardless of current cash reserves. This builds a war chest, solidifies a high valuation based on momentum, and effectively starves less explosive competitors of investor attention and capital.
In rapidly evolving markets like AI, founders often fall into psychological traps, such as feeling they are too late or that funding has dried up. However, the current environment offers unprecedented organic user demand and technological leverage, making it an ideal time to build if you can ignore the noise.
Market dynamics are not static. What was once a 'wave'—a new, urgent problem for everyone—can evolve into a series of 'dams' and eventually a stable 'river.' A common mistake is to build for the hype of a wave after it has crested, by which point it no longer provides the same opportunity for explosive growth.
A core investment framework is to distinguish between 'pull' companies, where the market organically and virally demands the product, and 'push' companies that have to force their solution onto the market. The former indicates stronger product-market fit and a higher potential for efficient, scalable growth.
The "Capital River" is a concept where one or two companies in a category gain unstoppable momentum. Once "in the river," they attract a disproportionate share of capital, top-tier talent, and high-quality customers, creating a powerful, self-reinforcing flywheel that helps them dominate.
VCs are incentivized to deploy large amounts of capital. However, the best companies often have strong fundamentals, are capital-efficient, or even profitable, and thus don't need to raise money. This creates a challenging dynamic where the best investments, like Sequoia's investment in Zoom, are the hardest to get into.
The founder advises against always pursuing the highest valuation, noting it can lead to immense pressure and difficulties in subsequent rounds if the market normalizes. Prioritizing investor chemistry and a fair, responsible valuation is a more sustainable long-term strategy.
Founders mistakenly believe large funding rounds create market pull. Instead, raise minimally to survive until you find a 'wave' or 'dam.' Once demand is so strong you can't keep up with demo requests, then raise a large round to scale operations and capture the opportunity.