When interviewing for a leadership role, you must articulate your "leadership tree"—the specific people you developed who succeeded and, in turn, developed others. This lineage of talent, along with who was loyal enough to follow you to new roles, is the most concrete evidence of your leadership impact, far more than personal accolades.
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Harvey CEO Winston Weinberg's top interview question for leaders is to map their future organization at three, six, and twelve months. A candidate's ability to detail specific roles and profiles reveals their strategic thinking and capacity to build leverage, a key indicator of their potential to scale.
Many skilled professionals are overlooked for promotions or new roles not because their work is subpar, but because they fail to articulate a compelling narrative around their accomplishments. How you frame your impact in interviews and promotion documents is as crucial as the impact itself.
Over a long career, great leaders accumulate a "snowball of talent"—A-players who follow them from one venture to the next. This becomes a powerful litmus test when hiring executives: if they have no network of past colleagues eager to join them, it's a major red flag about their leadership ability or the quality of their past teams.
Effective leadership prioritizes people development ('who you impact') over task completion ('what you do'). This philosophy frames a leader's primary role as a mentor and coach who empowers their team to grow. This focus on human impact is more fulfilling and ultimately drives superior business outcomes through a confident, motivated team.
New managers often fear that promoting their team's accomplishments will make them seem unnecessary. In reality, a key indicator of a successful manager is when senior leaders know the individual names of their team members, demonstrating the manager's ability to build talent and get results.
The ultimate proof of leadership isn't a team's success under your watch, but its sustained success after you're gone. A leader who leaves a vacuum has failed to develop other leaders, making their impact temporary. True legacy is building an organization that continues to grow, proving you made the system, not just yourself, successful.
When direct access to top talent is blocked by competitors, savvy leaders identify other successful companies with strong sales cultures (a "lineage") and strategically recruit from that pool. This allows them to tap into a new vein of proven, high-potential talent.
Instead of asking managers for a checklist to get promoted, focus on delivering significant impact. This approach is more effective and viewed more favorably by leadership. Genuine impact is what gets recognized and rewarded, while simply 'checking boxes' can backfire.
A sales leader's success is determined less by personal sales ability and more by their capacity to attract a core team of proven performers who trust them. Failing to ask a leadership candidate 'who are you going to bring?' is a major oversight that leads to slow ramps, high recruiting costs, and organizational inefficiency.
To move beyond reliance on job ads, structure a career path with three distinct stages: 1) Master selling, 2) Coach one other person to sell, and 3) Recruit and lead a team. This model incentivizes top performers to recruit and train their network, creating a scalable, internal talent pipeline.
