Leaders often misapply successful playbooks from past roles. Instead of force-fitting, they should deconstruct the sales motion from first principles: who is the user, what's already working, and how do they *really* buy in this specific context? This ensures the playbook fits the new company's unique dynamics, especially in a PLG environment.

When entering a new domain, don't feign expertise. Build trust faster by openly admitting "I don't know" and explicitly leaning on stakeholders for their subject matter knowledge. This positions you as a partner who values their expertise, rather than an outsider imposing solutions.

Even with a successful playbook from a company like Zoom, a marketing leader must adapt significantly when moving to a new context. Selling a physical product globally introduces complexities like homologation, customs, inventory, and channel sales that require eating 'humble pie' and learning the new business from the ground up.

While preparing for her CFO role, Amy Weaver was told by her Investor Relations lead that while her technical answer was correct, she didn't "sound like a CFO." This highlights the crucial, often overlooked, need to adopt the communication style and vocabulary expected of a role to gain full credibility.

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.

In your first 90 days, resist the urge to be the expert. Instead, conduct a "listening tour" by treating the organization as a product you're researching. Ask questions to understand how work gets done, what success looks like, and what challenges exist at a systemic level.

To introduce a new idea, a leader shouldn't dictate terms. Instead, they should pose it as a discussion topic and listen to the language the team uses (e.g., "cost of living" vs. "inflation"). Adopting their terminology builds shared understanding and makes people feel heard, which enables collective action.

When leading functions outside your core expertise (e.g., product leading tech and data), credibility cannot come from having answers. Instead, it's built by consistently asking open-ended questions to deeply understand the team's challenges. This approach prevents solutionizing and fosters trust.

A common pitfall for new CPOs is using product-specific jargon with executives and the board. To be effective, they must communicate as business leaders, focusing on financials, succinct points, and simple customer stories that the entire organization can understand.