These COOs became CEOs. Here’s what they wish everyone knew about the tricky transition
Good morning. CEO succession is never easy and coming up through the COO role can be especially tricky. The chief operating officer understands the breadth of the business, making it a popular role for a CEO-in-waiting. But the COO skillset—being an internal operator—doesn’t always translate into being an exceptional external leader.
Companies often botch the COO-to-CEO transition; getting it right demands that both parties actively align their interests while owning their individual performances. For any CEO navigating a succession—and considering a promising COO as an heir-apparent—there are important lessons to consider. Two COOs-turned-CEOs I spoke to at this week’s Fortune COO Summit offered up a few.
The first is Dan Peyovich, who spent four years as COO of Dycom Industries, working under a CEO who had run the company for 25 years, before replacing him in late 2024. Within months, he’d committed nearly $2 billion to acquire Power Solutions, giving the telecom and utilities contractors reach into data centers and a critical role in the digital infrastructure of AI. So how did he execute on his boss’s strategy when he knew he was going to change it?
“It’s about alignment and accountability,” Peyovich said. As COO, his job was to align with the boss and be responsible for his own results.
Dennis Woodside took a different approach to succession. When he joined Freshworks as president in 2022, he did so with the understanding that he would be taking over as CEO—as he did in May 2024. The board knew it. Founder Girish Mathrubootham knew it, as he’d been looking to step back. But Woodside told me during our on-stage conversation that wanting it wasn’t enough. He knew from experience in leadership roles at Motorola Mobility, Google, Dropbox and Impossible Foods that a successful transition is about readiness, too.
“When I took over, we bought a company, we shut down a couple of product lines, and wound up doing a RIF (reduction in force) and refocused the organization,” he said. “Girish was super supportive. He was on the board as executive chair, which meant he helped me literally build the next set of products. A lot of the AI roadmap that we have now is because of Girish. I wanted him involved as long as possible.”
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S&P 500 futures are down 0.32% this morning. The last session closed down 0.74%. The STOXX Europe 600 was up 0.03% in early trading. The U.K.’s FTSE 100 was down 0.34% in early trading. Japan’s Nikkei 225 was down 1.36%. South Korea’s KOSPI is down 1.84% today. China’s CSI 300 was down 0.69%. Hong Kong’s Hang Seng was down 1.48%. India’s NIFTY 50 was up 0.14%. Bitcoin was down at $63K.