How to Fix a Broken Sales Org in 90 Days | Kevin "KD" Dorsey | Ep. 285 (Lead)
Feb 6, 2025
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In this insightful discussion, Kevin "KD" Dorsey shares his experience as a four-time sales leader and current CRO at Finally. He emphasizes the importance of addressing high-impact problems rather than the loudest complaints to drive meaningful change. KD advocates for using '2x multipliers' to double key metrics and introduces the concept of 'Wiggle Wednesdays' for refining sales tactics. He also highlights the significance of transparent manager-rep tracking to enhance coaching and performance visibility.
Identifying key team members, or 'dominoes,' is crucial for a new leader to create a positive organizational impact.
Implementing structured one-on-one meetings fosters accountability and clarity, aligning individual efforts with overall sales objectives.
Deep dives
Identifying Key Players
Identifying essential team members, referred to as 'dominoes,' is crucial for a new leader. These dominoes act as emotional centers within the team, either positively or negatively influencing overall team dynamics. Understanding who to prioritize helps create a stable foundation for broader organizational impact. A quick identification of these key players ensures that the leader focuses their efforts on the most significant influences in the group.
Leveraging 2X Opportunities
Focusing on metrics that can potentially double impact is vital for an effective leadership strategy. Leaders should avoid attempting to fix every issue at once and instead identify levers capable of yielding substantial improvements, such as enhancing conversation-to-meeting conversion rates over other metrics like show rates. For instance, a sales organization improved their conversation conversion rate significantly while maintaining a stable show rate. This strategic prioritization allows leaders to maximize their impact efficiently.
Effective Onboarding Practices
Rapid onboarding of new sales representatives is essential for increasing productivity. A structured four-week ramp-up process includes stages such as prospecting, mock calls, and real discovery calls, which help reps gain essential skills and confidence quickly. This systematic approach ensures that reps are integrated effectively into the team, allowing them to contribute to sales goals earlier. Implementing a well-defined onboarding plan is critical for achieving high-performing sales teams.
Structured One-on-One Meetings
Implementing structured one-on-one meetings between managers and their team members promotes accountability and clarity in performance management. Such meetings focus on key metrics, update questions, and self-care, allowing for personalized goal-setting and feedback. The format encourages open dialogue about challenges while ensuring that performance expectations are consistently communicated. This structured approach enhances team motivation and aligns individual efforts with overall business objectives.
Focus on High-Impact Problems: Prioritize fixing widespread issues over the loudest complaints. High-volume problems drive more meaningful change than squeaky-wheel issues.
Leverage 2x Multipliers: Target improvements that can double key metrics rather than marginal gains. Align leadership early so they understand why other issues aren’t top priority.
Weekly Wiggle Wednesdays: Hold a one-hour leadership meeting to refine sales tactics. Use the four D’s: define, document, demonstrate, and deliberately practice new strategies.
Transparent 1:1 Tracking: Link manager-rep 1:1 docs to the director’s 1:1 doc. Track each rep’s key metric, issue diagnosis, and growth plan for better coaching visibility.
KD'S PATH TO PRESIDENT’S CLUB
CRO @ Finally
SVP of Sales and Partnerships @ Bench Accounting
Practice Lead, Revenue Leadership @ Winning by Design
VP of Inside Sales @ PatientPop Inc.
Head of Sales Enablement & Development @ ServiceTitan