Successful onboarding requires providing maximum visibility and context in the first 90 days. Founders often fail by succumbing to the "read my mind fallacy," expecting offshore hires to understand tasks without the same training they'd give domestic employees.
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Frame your interaction with AI as if you're onboarding a new employee. Providing deep context, clear expectations, and even a mental "salary" forces you to take the task seriously, leading to vastly superior outputs compared to casual prompting.
The speaker suggests Meta's management struggled to onboard him as a senior IC because most senior talent is promoted internally. These internal leaders already possess deep institutional knowledge, creating a blind spot for how to ramp up experienced outsiders who start from zero context.
To de-risk hiring and upskill your team, use a "consult-to-teach" model. An expert or agency is hired for a short-term contract to execute a task for the first 30 days, then spend the next 30 days training your full-time employee to take over.
Firms invest heavily in sourcing candidates but fail at onboarding. The crucial first 90 days, when an executive is most vulnerable, are often neglected, treating the hire as a 'done deal' instead of the beginning of a critical integration phase.
To successfully implement AI, approach it like onboarding a new team member, not just plugging in software. It requires initial setup, training on your specific processes, and ongoing feedback to improve its performance. This 'labor mindset' demystifies the technology and sets realistic expectations for achieving high efficacy.
A new hire's first project was planning a major event happening in three months. This trial-by-fire approach is an effective onboarding method, forcing rapid learning of company systems, team dynamics, and external vendor management, which quickly and effectively integrates the new person into the team.
To build deep customer empathy, embed every new employee—regardless of role or seniority—with a real customer for several days. Their sole task is to solve one real problem, creating an immediate, visceral connection to the company's purpose.
A common misconception is that AI agents are "set it and forget it" technology. In reality, they require daily coaching, especially in the first 30-60 days. Using scorecards, giving feedback, and continuously training them on new offers and content is crucial for maintaining brand voice and ensuring high performance.
With AI, codebases become queryable knowledge bases for everyone, not just engineers. Granting broad, read-only access to systems like GitHub from day one allows new hires in any role (product, design, data) to use AI to get context and onboard dramatically faster.
Traditional onboarding takes months to reveal a new hire's effectiveness. By requiring recruits to teach back core concepts from day one, managers can assess their competence, coachability, and work ethic in as little as three weeks, dramatically reducing the time and cost of a bad hire.