Casado holds up Broadcom CEO Hock Tan as a potential GOAT in infrastructure—a business-focused operator who personally drives massive, complex acquisitions like VMware with an unparalleled grasp of detail and legendary work ethic, despite staying out of the limelight.

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HubSpot co-founder Brian Halligan observes a new archetype of tech leader: the "five-tool CEO." Like a rare multi-talented baseball player, they possess elite skills in five key areas: vision, coding, design, recruiting, and sales. Founders like Rippling's Parker Conrad exemplify this new, formidable breed of entrepreneur.

A CEO's primary role differs fundamentally based on company type. In an asset-centric biotech, the CEO must act as a hands-on program manager, micromanaging execution. In a platform company, the CEO must be deeply embedded in the science to predict and leverage the technology's long-term trajectory.

Despite the immense success of Elon Musk and Jensen Huang, their unique management styles—like Huang's 60 direct reports or Musk's "algorithm"—are not being replicated by the new generation of top CEOs. These founders are not seeking a specific hero to emulate; they are instead creating their own distinct leadership models from scratch.

According to Techstars' CEO David Cohen, standout AI companies are defined by their leadership. The CEO must personally embody an "AI-first" mindset, constantly thinking about leverage and efficiency from day one. It's not enough to simply lead a team of engineers who understand AI; the strategic vision must originate from the top.

Palo Alto Networks' M&A playbook defies convention. Instead of integrating an acquisition under existing managers, they often replace their own internal team with the acquired leaders. The logic is that the acquired team won in the market with fewer resources, making them better equipped to lead that strategy forward.

The ultimate differentiator for CEOs over decades isn't just product, but their skill as a capital allocator. Once a company generates cash, the CEO's job shifts to investing it wisely through M&A, R&D, and buybacks, a skill few are trained for but the best master.

Experience taught Herb Wagner that great leaders consistently surprise on the upside. He now weights leadership quality far more heavily, assessing CEOs not by interviews or charisma, but by their verifiable track record and through trusted backchannel references who have worked with them directly.

Many VC firms hire former operators for their expertise, but success isn't guaranteed. The best operator-VCs avoid the urge to "backseat drive" the companies they fund. Instead, they leverage their experience with extraordinary humility, acting as a supportive advisor rather than a replacement CEO.

Brian Halligan identifies a new founder profile he calls the 'five-tool CEO.' This individual single-handedly masters coding, product taste, sales, fundraising, and recruiting. This 'superhero' archetype contrasts with the classic model of a technical founder paired with a separate business-focused co-founder.

During a routine roadmap review, Nvidia's CEO unexpectedly abolished a major product line and reassigned a third of the company's engineers. This exemplifies the fearless, rapid, and decisive leadership required to navigate fast-moving tech markets.