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Fortune | FORTUNE

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Twilio CFO on the turnaround that won back Wall Street | Fortune
Sheryl Estrada · 2026-06-15 · via Fortune | FORTUNE

Good morning. Twilio’s turnaround didn’t hinge on a single quarter. It was a multi-year overhaul of its strategy, cost base, and culture that is now clearly showing up in the numbers.

Bank of America has turned increasingly bullish on Twilio. Analyst Koji Ikeda has reiterated a Buy rating and added the stock to his “Fab Five” basket (alongside Datadog, JFrog, MongoDB, and Snowflake), a group the firm expects to keep outperforming as companies step up spending on AI infrastructure.

“Our transformation is really the result of the disciplined work we’ve been doing for many years,” Twilio CFO Aidan Viggiano told me. “We didn’t just wake up here. We built our way here one decision at a time.”

Twilio lets companies embed voice, video, text, email, and other communications into their products. As AI adoption accelerates, Viggiano describes the company as the “connective tissue” for AI agents: LLMs provide the intelligence, data platforms provide the context, and Twilio manages the customer interactions.

During the pandemic boom, Twilio saw demand pulled forward. Afterward, usage slowed as customers cut back, and revenue decelerated faster than at subscription-based peers, with costs and ambitions built for a very different growth environment.

Phase one: getting disciplined

Viggiano described that period as a turning point, when leadership had to abandon the “do everything” mindset of the growth heyday and accept that it could no longer fund every experiment. The first phase was about discipline.

The leadership team aimed to protect the product roadmap and innovation capacity, while directing most reductions to G&A, sales and marketing, and corporate functions. Twilio cut roughly 40% of its workforce over 2022–2023 but avoided blunt, across-the-board reductions, Viggiano said. At the same time, she and CEO Khozema Shipchandler closely examined capital allocation, efficiency, and organizational sprawl. Profitability arrived faster than expected, but growth stayed sluggish.

The Segment call that changed the story

The tougher calls—and arguably the ones that define Twilio’s new story—came on strategy and focus. A centerpiece is Segment, the customer data platform Twilio acquired in 2021. By early 2024, Segment wasn’t growing well, it was losing money, and some investors wanted it sold.

Selling Segment would have been the easier short-term answer. Instead, Viggiano, Shipchandler, and the leadership team made it profitable and integrated its data capabilities into Twilio’s communications platform, betting its data layer would be critical for AI-powered customer engagement. Many of the contextual data and AI products unveiled at SIGNAL, Viggiano noted, trace back to that decision.

Phase two: earning growth back

The second phase of the turnaround—reaccelerating growth without backsliding on discipline—has been more complex. Viggiano said she began to feel confident and saw signs that the growth side of the strategy was working by mid-2024, after months of targeted work on self-serve tools for developers, partnerships with software vendors, more granular use-case analytics, and efforts to upsell and cross-sell customers.

Because Twilio charges based on usage, her team focused on how customer volumes were trending. Just as important was shifting the culture from “growth at all costs” to balancing growth with profitability and cash flow—a change that required constant communication and clear priorities across the company.

In the first quarter of 2026, one of Twilio’s key metrics—gross profit growth in dollar terms—accelerated to 16% year over year, up from 10% in Q4 2025. Bank of America highlighted Voice AI products as a contributor to that acceleration, seeing Twilio as a beneficiary of rising AI adoption and deeper integration into the AI ecosystem.

“It took multiple years to get there,” Viggiano said, “but we knew we had to stick to the strategy.”

Twilio’s new AI-era moat

More than a cost-cutting story, the turnaround has repositioned Twilio in the AI stack. Viggiano argues that the company’s moat lies in its more than 4,800 carrier connections, regulatory expertise, and fraud-prevention models trained over more than a decade. In her telling, that’s not something you can quickly replicate with AI alone.

Leaderboard

John Fortson was appointed EVP and CFO of Dentsply Sirona, a manufacturer of professional dental products and technologies, effective July 20. Fortson joins Dentsply Sirona with more than 25 years of leadership experience. He joins the company from Kymera International, where he served as CFO. Prior to Kymera, he held executive roles at Ingevity Corporation, starting as CFO and treasurer before being promoted to CEO, president, and board member.

Anthony Doyle was appointed CFO of WCG, a global leader in providing solutions that measurably improve and accelerate clinical research, effective June 15. Doyle succeeds Robert VanHees, who will remain with the company until Dec. 31 as a special advisor. Doyle brings more than two decades of experience. He joins WCG from Flourish Research, where he served as CFO. Before Flourish, Doyle held CFO roles at BioCryst Pharmaceuticals and Worldwide Clinical Trials. Earlier in his career, he held finance leadership roles at General Electric. 

Big Deal

The Fed’s new Financial Accounts of the United States (Z.1), released this month, tracks balance sheets and credit flows across households, corporates, and government. For CFOs and treasury leaders, it’s a concise way to see how corporate leverage, household net worth, and public debt are shifting—and how that backdrop should factor into capital structure, funding, and risk decisions.

Going deeper

"How Artificial Intelligence Is Reshaping Business and Society" is an episode of This Week in Business podcast released by Wharton's business journal. Wharton marketing professor Stefano Puntoni reflects on the rapid evolution of artificial intelligence, from the rise of AI agents and business adoption to emerging societal and regulatory challenges.

Overheard

“Hey, New York, I’m sorry it took so long. But here we are, and hopefully it won’t take that long again.”

—James Dolan, executive chairman and CEO of Madison Square Garden Sports, said on Saturday during the postgame presentation of the Larry O’Brien Trophy after the New York Knicks won the 2026 NBA Finals. Dolan expressed optimism about the franchise’s future and thanked fans as the Knicks celebrated their first NBA title in 53 years.