At its Series A, ServiceUp had "concept-market fit"—the core idea was compelling enough to attract investors and early customers—but not yet product-market fit. The product didn't fully solve the problem, but the vision was strong enough to secure the capital needed to continue building towards it.

A massive valuation for a "seed" round can be misleading. Often, insiders have participated in several unannounced, cheaper tranches. The headline number is just the final, most expensive tier, used to create FOMO and set a high watermark for new investors.

Trying to win a competitive Series A against a firm like Sequoia is nearly impossible for a smaller fund. Top firms leverage an overwhelming arsenal of social proof, including board seats at the world's most valuable companies and references from iconic founders, creating an insurmountable competitive moat.

Mega-funds can justify paying "stupid prices" at the seed stage because they aren't underwriting a seed-stage return. Instead, they are buying an option on the next, much larger round where they'll deploy real capital. This allows them to outbid smaller funds who need to generate returns from the initial investment itself.

To truly understand a potential financial partner, the Chomps team went beyond the supplied references. They found a founder whose company didn't succeed under the PE firm's investment. His positive review of the partner's character, despite the negative outcome, provided the most powerful signal of trust.

The initial version of ServiceUp had no assets, mechanics, or overhead. It was a pure arbitrage play: taking customer orders from a failed auto shop, farming them out to other shops at wholesale rates, and profiting from the margin. This validated the business model's financial viability before any technology was built.

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 leadership change at Sequoia, arguably the world's top venture firm, is a strong indicator of the intense pressure the entire VC industry faces. It reflects a fear of falling behind in the AI race and the brutal reality that even the best are struggling to adapt to the new competitive landscape.

Series A is a brutal competition where top-tier firms have an insurmountable advantage. Their brand and network are so powerful that if a smaller fund wins a competitive Series A deal against them, it’s a strong negative signal that the top firms passed for a reason.