In a recent LinkedIn post, Tom Wood discusses a common pitfall he observes in executive hiring, particularly among CEOs and founders. He argues that the typical hiring process often begins with the wrong question, leading to suboptimal outcomes.
Wood highlights that the immediate focus after signing off on a role and writing a job specification is often on “Who do we hire?” He contends that this approach neglects crucial preceding steps. According to Wood, the essential groundwork involves thoroughly considering the context into which a new hire will step.
“What does this person actually need to walk into? What does success look like in 6–12 months? Who are they relying on internally? What’s going to slow them down?”
The Perils of an Unprepared Environment
Tom Wood points out that businesses sometimes hire highly capable individuals into positions that are essentially set up for failure. This failure, he explains, is not due to the candidate’s lack of ability but rather the lack of readiness in the organizational environment. In Wood’s view, hiring at the executive level transcends mere capability; it fundamentally requires alignment with the company’s day-to-day operational realities.
Proactive vs. Reactive Hiring
Another critical aspect Wood addresses is the timing of hiring. He observes that many hiring decisions are made reactively, often in response to a crisis, unexpected growth, or mounting pressure. This reactive approach, as Wood notes, means the organization is already playing catch-up.
The businesses that achieve the best hiring results, according to Wood, are those that plan proactively. They develop a strategic vision for their team’s future needs well in advance. This foresight allows them to cultivate relationships and build a pipeline of talent before a specific role even becomes vacant.
“So when the role opens up, they’re not starting from zero.”
Wood emphasizes that this level of preparation is the true differentiator, rather than simply having access to more impressive CVs.
The Core Difference: Preparation
In his analysis, Tom Wood posits that the distinction between successful and unsuccessful executive hires often boils down to the depth of preparation. He states:
“That’s usually the difference. Not better CVs. Better preparation.”
This perspective challenges the conventional wisdom that focuses solely on candidate qualifications, urging leaders to invest more energy in creating the right conditions for success before even beginning the search. By focusing on the environment, support structures, and clear success metrics, leaders can significantly improve their chances of integrating top talent effectively.
📝 About This Content
This article is based on insights shared by Tom Wood on LinkedIn.
📅 Originally posted on March 26, 2026 | View original post on LinkedIn →