Communication effectiveness isn't just about clarity; it's about velocity. Using relentless follow-up and over-communication as an operating system creates an undeniable sense of momentum and importance. This system forces engagement and makes things happen, differentiating you from slower, more passive counterparts.

While assessed during diligence, the true caliber of a founder—their passion, authenticity, and ability to "run through walls"—becomes starkly clear after the deal closes. This distinction is not subtle; the impact of a truly exceptional founder versus an average one is immediately evident in the business's trajectory.

Contrary to the belief that success is measured by rapid email responses, the most important people for a founder to be responsive to are their own team. Prioritizing internal communication channels like Slack over an external email inbox ensures the team has the support it needs to execute effectively.

The most exceptional founders are so intensely focused on building their business that they deprioritize non-critical communication, even with investors. Their slow response time is a counter-intuitive signal of extreme dedication and focus, not disrespect.

When a CEO consistently emails on nights and weekends, it's a clear signal of a high-intensity work culture with low work-life balance. For candidates, this isn't just about the CEO's schedule; it's a cultural red flag or green flag depending on their own work preferences and expectations.

Getting access to high-level executives like Salesforce CEO Marc Benioff may require an extreme level of persistence. Harry Stebbings emailed him 53 times before getting a response. The key was that each follow-up included a new, personalized P.S., demonstrating thoughtful commitment rather than automated spam.

Investor Jason Calacanis insists his team's responsiveness must mirror that of their portfolio founders. Since founders often reply within minutes, he expects his team to operate at the same tempo, viewing a multi-day response time as a failure to match the urgency and work ethic of the entrepreneurs they back.

Beyond mission, Miro's CEO assesses "energy alignment" with potential acquisition founders. He asks a simple question: "If we message each other on a weekend, does it feel like a tax or an energy-builder?" This heuristic quickly reveals the personal chemistry and shared passion necessary for a successful long-term partnership.

During their first meeting with their future marketing head, Andreessen and Horowitz seemed distracted but then immediately dove into detailed, grilling questions. This reveals a core founder trait: their minds are always on the biggest problems, but they can instantly pivot to dissect substance when it's presented.