Before acquiring a company, the most valuable preparation is to work as a "right-hand person" to an existing small business owner. This apprenticeship provides crucial, ground-floor experience with the operational realities that financial models and spreadsheets completely miss.

An analysis of 547 Series B deals reveals two-thirds return less than 2x. This data demonstrates that a "spray and pray" strategy fails at this stage. The cost of misses is too high, and being even slightly worse than average in your picks will result in a failed fund. Discipline and picking are paramount.

True understanding of a business often comes only after owning it. Taking a small (e.g., 1%) starter position can initiate the research process and shift your perspective from a casual observer to a critical owner, revealing nuances and risks not apparent from the outside.

Contrary to popular belief, successful entrepreneurs are not reckless risk-takers. They are experts at systematically eliminating risk. They validate demand before building, structure deals to minimize capital outlay (e.g., leasing planes), and enter markets with weak competition. Their goal is to win with the least possible exposure.

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.

To scale revenue quickly, avoid low-price/high-volume 'rabbits' and high-price/low-volume 'elephants'. A mid-market 'deer' strategy, centered on a ~$10,000 transaction, provides the optimal balance of deal size, sales cycle length, and customer volume for rapid growth.

Despite a $50 million exit from their previous company, the Everflow founders intentionally limited their initial investment to a few hundred thousand dollars and didn't take salaries for two years. They believed capital scarcity forces focus and efficiency, preventing wasteful spending while they were still figuring out the product.

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.

Seeing an existing successful business is validation, not a deterrent. By copying their current model, you start where they are today, bypassing their years of risky experimentation and learning. The market is large enough for multiple winners.