Twilio CEO on the Company's Turnaround Strategy, AI-Powered Customer Communication & the Robocall Problem
After Earnings
Twilio CEO on the Company's Turnaround Strategy, AI-Powered Customer Communication & the Robocall Problem

Recent Episodes

Twilio CEO on the Company's Turnaround Strategy, AI-Powered Customer Communication & the Robocall Problem
July 13, 2026

Twilio CEO on the Company's Turnaround Strategy, AI-Powered Customer Communication & the Robocall Problem

Ann Berry is joined by Khozema Shipchandler, CEO of Twilio, to discuss the company's turnaround strategy, the changing landscape of customer communication and how Twilio is leveraging AI to personalize interactions.00:00 Khozema Shipchandler, CEO of Twilio, joins01:06 Taking over as Twilio's CEO01:50 What Twilio does03:19 Fighting commoditization with pricing power and the CDP data asset05:20 Twilio's customer base07:29 Branded calls and fighting spam08:04 Building trust in the US teleco
Zscaler CFO on Next-Gen Cybersecurity, How AI Models Expose Vulnerabilities & the Software Selloff
June 15, 2026

Zscaler CFO on Next-Gen Cybersecurity, How AI Models Expose Vulnerabilities & the Software Selloff

Ann Berry is joined by Kevin Rubin, CFO of Zscaler, to discuss how the company's zero trust model protects nearly half of the Fortune 500, what frontier AI models revealed about cybersecurity vulnerabilities and whether the software selloff is missing the bigger picture.00:00 Kevin Rubin, CFO of Zscaler, Joins01:19 What Zscaler does: zero trust cybersecurity explained02:08 Castle and moat vs. doomsday bunker: the zero trust architecture04:34 Zscaler's customer base05:56 Project Glasswing:
DraftKings CFO on Prediction Markets, the “Super App” & Sports Betting Integrity
June 1, 2026

DraftKings CFO on Prediction Markets, the “Super App” & Sports Betting Integrity

Ann Berry is joined by Alan Ellingson, CFO of DraftKings, to discuss how the company is navigating the rising popularity of prediction markets, its new “Super App” designed to let users seamlessly operate across jurisdictions, and how DraftKings is working to maintain integrity in sports betting.00:00 Alan Ellingson, CFO of DraftKings, Joins00:38 Q1 earnings highlights: revenue, EBITDA, and profitability01:25 Prediction markets: threat or opportunity?02:53 Cannibalization concern: what the
Duolingo CFO on the Going “Big" Strategy, AI Content Growth & Expanding Beyond Languages
May 18, 2026

Duolingo CFO on the Going “Big" Strategy, AI Content Growth & Expanding Beyond Languages

Ann Berry is joined by Gillian Munson, CFO of Duolingo to discuss the company's transformation as it pursues user growth over short-term revenue. They dive into Duolingo’s expansion beyond language learning, growth opportunities across Asia, and how AI is accelerating content production. Gillian also reflects on transitioning from Duolingo’s board to stepping into the CFO role.00:00 Gillian Munson, CFO of Duolingo, Joins01:47 Go big or go home: the strategy shift explained03:32 The cost of no
Booking Holdings CEO on Travel, Brand Distinction and Connected Trips
May 4, 2026

Booking Holdings CEO on Travel, Brand Distinction and Connected Trips

Ann Berry is joined by Glenn Fogel, CEO of Booking Holdings, to survey the state of the global travel industry amid geopolitical uncertainty and Glenn’s strategy to creating synergy across multiple brands — including its Connected Trip vision. They unpack the rise of alternative accommodations versus Airbnb, and the role of AI through products like Priceline’s Penny and new startup initiatives. Glenn also shares how he thinks about attracting entrepreneurial talent, navigating M&A and positionin
Ferrovial CFO on Building JFK Terminal 1, its Heathrow Exit, and the Growth Opportunity in Highways
April 20, 2026

Ferrovial CFO on Building JFK Terminal 1, its Heathrow Exit, and the Growth Opportunity in Highways

Ann Berry is joined by Ernesto López Mozo, CFO of Ferrovial, to outline the company’s infrastructure assets, from highways to airports, and where it sees the strongest growth opportunities. They unpack the financing behind JFK Terminal 1, why Ferrovial exited Heathrow, and how private equity is impacting the sector. Plus, they discuss the key drivers behind the company’s IPO on the U.S.-based Nasdaq.00:00 Ferrovial CFO Ernesto López Mozo Joins00:41 What Ferrovial does01:30 Inside JFK Terminal

Recent Blog Posts

CAVA CEO on Winning Customers, Vertical Integration, and Riding the Mediterranean Wave
June 30, 2025

CAVA CEO on Winning Customers, Vertical Integration, and Riding the Mediterranean Wave

Brett Schulman (00:00):We think Mediterranean is the next large scale cultural cuisine category. As the US consumer looks beyond the mature categories of Asian, Italian, MexicanAnn Berry (00:09):Foot traffic is slowing down across much o…
Okta CEO on Building a Password-Free Future & Developing Standards for AI Security
June 16, 2025

Okta CEO on Building a Password-Free Future & Developing Standards for AI Security

Todd McKinnon (00:00):Getting all of security from one vendor is dangerous. Clearly getting everything across infrastructure and collaboration and devices from one vendor like Microsoft is dangerous.Ann Berry (00:10):If you're still thin…
Lyft CEO on Silver Riders, Self-Driving Cars, and the $100M Ad Bet
June 2, 2025

Lyft CEO on Silver Riders, Self-Driving Cars, and the $100M Ad Bet

David Risher   (00:00):I want to serve riders and drivers better than they've ever been served before. And I want to connect people with the places they love, the people they love, the things they love to do. I think as our world gets more tech…