This was a question that a VP of Sales asked me recently. But this wasn’t the first one he asked. It started with him saying that his biggest challenge was ‘coaching the coaches’. In his opinion, his team is ‘smart, hardworking and coachable’ but having been worked up through the system, don’t have any leadership experience. And since this is his first time leading leaders, it’s ‘unchartered territory’ and he didn’t want to ‘short change the team with the gaps in his skillset’.