At a small company, one or two big deals can significantly inflate the average productivity per rep. This hides the fact that the majority of the team may be underperforming. As the team grows and these outliers have less impact, the true, often flatlining, productivity of the sales force is exposed.
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In a project-based company, salespeople are heroes for closing large, complex, custom projects. This incentive structure is directly opposed to a product model that requires standardization. The transition to product will fail unless sales compensation and culture are realigned to favor standard product sales.
Even a top-tier sales professional has a career pitch win rate of just 50-60%. Success isn't about an unbeatable record, but a relentless focus on analyzing failures. Remembering and learning from every lost deal is more critical for long-term improvement than celebrating wins.
In a group of 100 experts training an AI, the top 10% will often drive the majority of the model's improvement. This creates a power law dynamic where the ability to source and identify this elite talent becomes a key competitive moat for AI labs and data providers.
Founders and CEOs can develop an inflated sense of their contribution by focusing only on the final executive meeting. They often overlook the months of prospecting, relationship-building, and deal choreography done by the sales rep, leading to unfair perceptions about who truly 'closed the deal.'
Don't hire more reps until your current team hits its productivity target (e.g., generating 3x their OTE). Scaling headcount before proving the unit economics of your sales motion is a recipe for inefficient growth, missed forecasts, and a bloated cost structure.
Salespeople's biggest frustration with comp plans is being held accountable for outcomes they can't directly influence. This perceived unfairness is a primary driver of attrition, making it critical to align incentives strictly with a seller's direct responsibilities and control.
Hyper-growth and strong sales create a positive, winning culture that solves many problems. However, this success can become a blind spot, causing teams to ignore critical underlying issues that may later prove detrimental, as seen in the Zenefits story.
A sales organization has truly scaled when leadership stops talking about individual deals and starts managing based on predictable capacity. This means knowing that a certain number of ramped sellers will predictably generate a specific amount of revenue each quarter, turning sales into a machine.
Rapid sales growth creates a powerful "winning" culture that boosts morale and attracts talent. However, as seen with Zenefits, this positive momentum can obscure significant underlying operational or ethical issues. This makes hyper-growth a double-edged sword that leaders must manage carefully.
A founder's ability to sell is not proof of a scalable business. The real litmus test for repeatability is when a non-founder sales hire can close a deal from start to finish. This signals that the value proposition and process are teachable, which is the first true sign of a scalable go-to-market motion.
