To instill extreme speed, Sequoia's Doug Leone challenges founders by asking why their growth plan isn't 3x more ambitious. This forces an honest discussion about the true bottlenecks—the "rocks in the river" like funding or hiring. The board's job then becomes helping the CEO remove those specific obstacles.
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CEO Dylan Field combats organizational slowness by interrogating project timelines. He seeks to understand the underlying assumptions and separate actual work from "well-intentionally added" padding. This forces teams to reason from first principles and justify the true time required, preventing unnecessary delays.
As startups hire and add structure, they create a natural pull towards slower, more organized processes—a 'slowness gravity'. This is the default state. Founders must consciously and continuously fight this tendency to maintain the high-velocity iteration that led to their initial success.
When growth stalls, blaming a broad area like 'sales' is ineffective. A simple weekly scorecard forces founders to drill down into specific metrics like lead volume vs. conversion rate. This pinpoints the actual operational drag, turning a large, unsolvable problem into a focused, actionable one.
Since startups lack infinite time and money, an investor's key diligence question is whether the team can learn and iterate fast enough to find a valuable solution before resources run out. This 'learning velocity' is more important than initial traction or a perfect starting plan.
When a critical process like cash collection fails, use a tactic from Intel's Andy Grove: a daily 8 a.m. meeting where the CEO directly asks, "Where's my money?" This intense, unscalable focus rapidly uncovers and resolves the small, systemic blockers that are derailing the entire process.
Instead of over-analyzing and philosophizing about process improvements, simply force the team to increase its cadence and ship faster. This discomfort forces quicker, more natural problem-solving, causing many underlying inefficiencies to self-correct without needing a formal change initiative.
Chess.com's goal of 1,000 experiments isn't about the number. It’s a forcing function to expose systemic blockers and drive conversations about what's truly needed to increase velocity, like no-code tools and empowering non-product teams to test ideas.
As companies grow from 30 to 200 people, they naturally become slower. A CEO's critical role is to rebuild the company's operating model, deliberately balancing bottom-up culture with top-down strategic planning to regain speed and ensure everyone is aligned.
Don't try to fix everything at once. Inspired by the Theory of Constraints, identify the single biggest bottleneck in your revenue engine and dedicate 80% of your energy to solving it each quarter. Once unblocked, the system will reveal a new constraint to tackle next, creating a sustainable rhythm.
When you identify your business's primary bottleneck, don't take incremental steps. The most effective approach is to overwhelm the problem by simultaneously reading books, watching videos, hiring coaches, and taking massive, relentless action until that constraint is completely resolved and a new one emerges.
