Sell to startups at their inception when they have no switching costs and few stakeholders. As these customers scale into major companies, your business scales with them, turning early adopters into significant, long-term revenue streams.

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YC provides a built-in go-to-market engine where startups treat their 200+ well-funded batchmates as their first customers. This 'win YC, win the market' strategy de-risks early customer acquisition and provides critical initial revenue and case studies to build momentum.

When building infrastructure for a nascent technology like AI agents, your core customers may not exist yet. This strategy, similar to Stripe's early days, involves betting on the future growth of an entire ecosystem. You are selling to the customers of tomorrow by building the foundational tools they will inevitably need.

While individually small, the collective business from your "long tail" of partners creates a huge compound effect, forming a significant part of your overall revenue. This justifies investing in scalable, simple programs and a two-tier distribution model to serve them. This long tail provides essential market reach and commercial proximity that larger partners cannot.

Startups often fail to displace incumbents because they become successful 'point solutions' and get acquired. The harder path to a much larger outcome is to build the entire integrated stack from the start, but initially serve a simpler, down-market customer segment before moving up.

Pursuing large "whale" customers for early validation is risky because they often come with heavy demands that can derail the product vision. Instead, seek out innovative, mid-level companies who are early adopters. They provide better feedback, and building traction with them opens doors to larger clients later.

For consumption-based models, simple size-based segmentation (SMB, Enterprise) is insufficient. Stripe and Vercel use a two-axis model: company size (x-axis) and growth potential (y-axis). A small company growing at 200% YoY is more valuable and warrants more sales investment than a large, stagnant one.

Large incumbents struggle to serve newly-formed startups because these customers offer low initial revenue but require significant sales and support. This P&L constraint creates a protected 'greenfield' market for new vendors to capture customers early and grow with them.

Disruptive infrastructure products shouldn't target customers for migration. The key go-to-market strategy is to capture developers at the precise moment they begin building a new application and are evaluating their tech stack. These first inbound users then define the use cases for future outbound sales.

In every industry, a few established enterprises—like Costco for HR software—act as 'tastemakers' by adopting new technology early. Winning these key accounts first provides crucial validation and influences other companies in the vertical to follow, creating a powerful go-to-market advantage that bypasses smaller customers.

Instead of building a single product, build a powerful distribution engine first (e.g., SEO and video hacking tools). Once you've solved customer acquisition at scale, you can launch a suite of complementary products and cross-sell them to your existing customer base, dramatically increasing lifetime value (LTV) and proving your core thesis.