A successful pipeline generation culture is not built by a playbook alone. It requires leaders to be 'in the pit' with their reps weekly—inspecting, inspiring, and actively participating in calls. This difficult, hands-on coaching, which includes being vulnerable and getting rejected, is essential for demonstrating commitment and helping reps get unstuck.

When preparing for a sales call, reps often confuse tactics ('walk through price') with the actual goal. A manager should coach them to articulate what they are trying to *accomplish* (e.g., 'align on value with the economic buyer'), not just what they plan to *do*. This separates productivity from busyness.

A sales leader's job isn't to ask their team how to sell more; it's to find the answers themselves by joining sales calls. Leaders must directly hear customer objections and see reps' mistakes to understand what's really happening. The burden of finding the solution is on the leader.

Many sales leaders run pipeline reviews solely to extract information for their forecast. The meeting's primary purpose should be to help the rep understand what to do next. Effective coaching leads to closed deals, which in turn creates an accurate forecast naturally.

A sales leader's value isn't in managing from headquarters. It's in being on the front lines, personally engaging in the most challenging deals to figure out the winning sales motion. Only after living in the field and closing landmark deals can they effectively build a playbook and teach the team.

Instead of focusing solely on quotas, hold reps accountable for controllable inputs and behaviors, like the number of sales calls. This approach provides clear data for coaching and pinpoints the root cause of performance issues, rather than just judging the outcome.

Effective coaching follows a three-step process: Identify a metric-based performance gap, validate the specific rep behaviors causing it, and then co-create a coaching plan focused on improving those behaviors, not just the lagging metric.

Viewing quota as a lagging indicator, Figma's CRO warns that managing to the number creates "lazy leadership." Performance management should instead center on a detailed framework of inputs: behaviors (e.g., collaboration) and competencies (e.g., discovery skills), giving a real-time view of a rep's effectiveness.

Many sales organizations mistake "coaching the deal" for actual coaching. This is merely reactive performance management. True coaching focuses on developing a rep’s core capabilities—like discovery or closing—which prepares them for any future deal, not just the current one.