Answer extracted from The Conference Room with Simon Lader podcast — listen to the full episode below.
Deep expertise in one area may open doors faster, but cross-functional experience builds context and empathy across teams—revealing that most friction between departments stems not from unwillingness to collaborate but from simple misunderstanding. A CEO's job is to ensure strategy and create conditions where people perform their best; that becomes possible only when leaders understand how different functions actually think.
Getting deep experience early in your career feels like the safest path. You master one domain, become indispensable, and doors open. But David Etchew's career tells a different story. After studying finance and economics with a strong technical inclination, he wanted to become a CIO—the classic specialist track. Instead, at GE's IT leadership program, he got exposed to the full breadth of how large companies work. That breadth changed everything.
The advantage isn't just knowing more; it's understanding why people in other functions make the choices they do. When a sales team resists a security requirement, or engineering pushes back on marketing timelines, the problem rarely is that one side doesn't care about success. As Etchew explains in the episode, dysfunction between functions almost always signals a gap in context—each side operating from different information, constraints, or assumptions.
That insight transforms leadership. When you've worked across functions, you don't assume malice or incompetence; you ask what context is missing. You build bridges faster because you can speak each team's language and explain to one side why the other side's concerns are legitimate. This empathy across silos is what separates functional leaders from leaders who scale.
"I could fail every day as long as I failed differently the day before I learned from it. The thing that drives me nuts is failing the same way twice."
David Etchew — CEO of Cyberbit, cybersecurity executive with over 20 years building and scaling businesses from startups to global organizations. Previously held senior roles at GE (where he ran a $30 million business line and served as head of security globally), Rapid7, Blue Voyance, and Gemalto, and led NISO and Rangeforce as CEO before joining Cyberbit following its acquisition of Rangeforce.
The specifics matter here. At GE, Etchew ran a large business unit and learned how decisions ripple across the organization. Later, when he ran a 10-person startup, he wore every hat. Then he scaled to 1,500-person companies, where organizational design itself becomes strategy. Each stage taught him not just skills but how different parts of a business think and operate. When he joined Cyberbit, those lessons let him move faster because he wasn't learning the basics of cross-functional tension for the first time.
There's also a hidden advantage for career progression. A specialist can get stuck—deep expertise in a narrow domain may limit where you can go. But cross-functional exposure keeps doors open. As discussed at length in this podcast, companies looking for leaders want people who can see the whole system, not just optimize one corner of it.
The trade-off is real: deep specialists may get certain technical jobs faster, and there are absolutely roles where deep expertise is non-negotiable. But for leadership—especially at the executive level—breadth of understanding becomes the limiting factor long before depth of knowledge.
To hear more about how Etchew navigated these transitions and what he learned about leading through scale and acquisition, listen to the full episode.
Slow down and bring together the leadership team to decide on an organizational chart together. Explicitly define which seats exist and what responsibilities belong to each role.
Accidental CEOs—often high-performing specialists or founders—typically exhibit lack of clarity, structure and follow-through. They show resistance to delegation and struggle with visibility across the organization.
It is not one person's fault—it's part of business growth. However, organizations should create an explicit organizational chart with clear roles and responsibilities to prevent duplicate purchases and tool sprawl.