Founders often mistakenly start with low-margin, mass-market products (the "save the whales" syndrome), which makes the business look damaged. A better strategy is to start at the high end with less price-sensitive customers. This builds a premium brand and generates the capital required to address the broader market later.
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Instead of building a daily-use "toothbrush" product and searching for monetization, a more powerful model is to start with a high-value, profitable transaction (like a mortgage) and work backward to build daily engagement. This inverts the typical Silicon Valley startup playbook.
Stop targeting the ambiguous "mid-market." Your strategy, hiring, and ACV must align with either a marketing-led SMB motion or a sales-led enterprise motion. Blending them leads to failure as they are distinctly different games.
Jane Wurwand advises a premium food startup to avoid large supermarkets early on. Big chains demand high volume and have long payment cycles that can crush a new business. Instead, focus on small, high-end local grocers where the brand story can shine and payment terms are more manageable.
Jumping to enterprise sales too early is a common founder mistake. Start in the mid-market where accounts have fewer demands. This allows you to perfect the product, build referenceable customers, and learn what's truly needed to win larger, more complex deals later on.
Contrary to common advice, the biggest companies (Walmart, Tesla) are often the best first customers. They must innovate to maintain their #1 position and are willing to take chances on new tech that gives them a competitive edge or "alpha."