Your best reps are often "unconsciously competent" and can't explain their own success. Before an SKO, leaders must help these individuals deconstruct their process and build a prescriptive presentation, translating their individual "art" into a replicable science for the entire sales team.

To make deep qualification a team-wide habit, sales managers must do more than just talk about it. They need to 'lead from the front' by joining customer calls and personally asking the critical questions. This demonstrates the correct technique and signals that it's a non-negotiable part of the sales culture.

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.

Instead of easing new reps in, immediately immerse them in realistic role-plays with difficult objections. This builds resilience from day one and prepares them for live calls in week two, allowing them to practice in a safe space rather than on real prospects.

To make role-playing an effective training tool, sales leaders must demonstrate vulnerability by going first in front of everyone. This signals that the goal is collective improvement, not performance evaluation, and encourages reps to engage openly without fear of judgment.

Don't wait for a scheduled training session. The moment a sales call ends, use the debrief to identify one area for improvement and role-play a better approach on the spot. This immediate, contextual practice is the fastest way to cement new habits.

Forcing reps to perform in front of the entire C-suite creates a critical, high-pressure environment that is counterproductive to learning. Successful enablement requires a phased approach with pre-training and post-event reinforcement using real-world customer calls, not just high-stakes internal role-plays.

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.

Managers often enforce sales tactics rigidly without understanding the underlying principles. To be a true coach, a leader must grasp the 'why' behind every tactic (e.g., 'no demos on the first call'). This enables them to teach reps not just the rule, but also the context for when it's smart to deviate.