Alpine recruits top MBA graduates into a two-year training program where they are mentored by experienced portfolio CEOs. This creates a homegrown, internal pipeline of leaders steeped in the firm's playbook, de-risking future leadership needs and ensuring cultural alignment.

While acknowledging the benefit of having mentors, Herb Wagner has found that the process of being a mentor is even more educational. Teaching and guiding others forces a deeper understanding of one's own principles and provides fresh perspectives from the next generation, offering greater personal and professional growth.

To build relationships with potential mentors or sponsors, replace the extractive ask of "Will you mentor me?" with the value-added offer of "How can I help you?". This non-transactional approach demonstrates your worth, builds genuine rapport, and makes influential people want to invest in your career.

Goldcast's CMO structures her week to serve her team: a strategic leadership sync, 1-on-1s framed as "how can I help remove blockers?", and no-agenda skip-level meetings to gather unfiltered feedback. This leadership model prioritizes enabling the team over top-down status updates.

Leaders often feel they must have all the answers, which stifles team contribution. A better approach is to hire domain experts smarter than you, actively listen to their ideas, and empower them. This creates a culture where everyone learns and the entire company's performance rises.

To build stronger alignment and leverage board expertise, Chili's CEO pairs each executive with a specific board member as a mentor. This formal structure moves beyond typical board presentations to create genuine working relationships and opportunities for targeted guidance.

When starting a senior role at a complex company, a new leader should formally contract a 'learning agenda' as part of their onboarding. Prioritize a listening tour focused on frontline operations and culture, rather than headquarters, to understand the business before implementing changes.

Research shows women often have more mentors than men, but men have significantly more sponsors. Mentors offer advice, while sponsors use their influence to advocate and create opportunities. This distinction is critical for advancement, as sponsorship provides access to roles that mentorship alone cannot.

The founder hired an experienced CEO and then rotated through leadership roles in different departments (brand, product, tech). This created a self-designed, high-stakes apprenticeship, allowing him to learn every facet of the business from experts before confidently retaking the CEO role.