Leadership Next

None of Jackie Reses’s fintech contemporaries were surprised that she bought a bank. A former Square executive, Reses bought Lead Bank to address compliance and technology challenges facing fintechs. She discusses with Michal how she’s turning a 95-year-old family-owned banking institution into an innovative provider of banking infrastructure for fintechs; the importance of consistent culture across NYC and Kansas City headquarters; the spirit of entrepreneurialism in her family; her experience at Square; and what she learned from Jack Dorsey. Leadership Next is powered by Deloitte.

Medical-device maker Masimo has been embroiled in a legal battle with Apple over alleged patent infringement and trade-secret theft—resulting in a temporary import ban on some Apple Watch models late last year. But before the medtech company was going up against tech giants in court, Masimo was a quintessential startup story running out of CEO Joe Kiani’s garage.    Kiani himself is every bit the prototypical American dream success story. He emigrated with his family from Shiraz, Iran, to Huntsville, Ala., attended college at 15, and started his career as an electrical engineer. He speaks with Michal Lev-Ram about both his and his company’s origin stories; how he’s managed to navigate Masimo’s legal disputes; how he’s stayed ahead of the AI curve; and more. Note: Apple continues to deny Masimo’s IP claims. Additionally, Apple defended its standards for suppliers, telling Fortune it conducted thousands of assessments and audits last year to ensure healthy labor practices. Apple disputes Kiani's characterization of its App Store commissions.

The media industry has seen a lot of turbulence in the last several decades, but Jim VandeHei managed to cut through the noise and found not just one but two successful news organizations—Axios, where he still serves as CEO, and Politico. As a student, VandeHei says, he struggled academically, but found his calling as a political journalist before ultimately stepping up to be a media entrepreneur. He speaks with Alan and Michal about his unconventional path to success; lessons he’s learned as an industry-disrupting leader; his thoughts on the media landscape at large; how AI will radically shape newsrooms; his turn as a lifestyle and wellness guru; and more. Leadership Next is powered by Deloitte.

Everyone is talking about AI and jobs. Will AI take jobs? Will it add jobs? What skills do I need to sharpen as AI continues to impact work? Ryan Roslansky, CEO of LinkedIn, talks with cohosts Alan and Michal about what he’s seeing in the data. Roslansky explains why he is transforming LinkedIn into an AI company, and what that will look like for users as well as employees. He also discusses how he feels the education system needs to evolve to accommodate the rapidly growing AI boom; the edge LinkedIn benefits from by being under the Microsoft umbrella; and how he has changed as a leader over the last 10 years. Leadership Next is Powered by Deloitte.

E-commerce is a notoriously competitive landscape—but online pet retailer Chewy has managed to not just survive, but thrive. Since joining the company in 2018, CEO Sumit Singh has shepherded Chewy through its IPO in 2019 and its debut on the Fortune 500 list in 2021. He talks with Alan and Michal about Chewy’s obsession with customer loyalty; his background in e-commerce and supply chain, with top leadership positions at Amazon and Dell prior to joining Chewy; what he learned from Jeff Bezos; the company’s expansion into veterinary health care; and more. Plus—the guest and hosts have a chance to share a little bit about their own furry friends. Leadership Next is powered by Deloitte.

Autodesk is a 1980s software company that continues to reinvent itself. CEO Andrew Anagnost attributes this to the company’s ability to be the first to “kill our own businesses.” Anagnost goes into detail about how he sees AI impacting architecture, specifically when it comes to sustainable construction. He and cohosts Alan and Michal also discuss AI regulation; his “problematic” teenage years; what he learned from former Autodesk CEOs Carol Bartz and Carl Bass; and industrial fungus. Leadership Next is powered by Deloitte.

Alan sits down with Cisco CEO Chuck Robbins at a Fortune CEO Initiative dinner in NYC, to have a conversation focused on his new role as chair of the Business Roundtable. Robbins discusses the challenges facing business today, and what he hopes the BRT can accomplish during the next presidential administration, including improvement to trade and immigration, and better policy around tech. He also shares why he believes Cisco continues to be at the top of Fortune’s 100 Best Companies to Work For. This conversation was recorded on March 20, 2024. Leadership Next is powered by Deloitte.

Alan sits down with Judy Marks at Deloitte University in Westlake, Texas, to have a wide-ranging conversation about Judy’s career in front of an audience of next-generation CEOs. She recalls Otis’s 2020 spinoff from United Technologies; what she learned as CEO of the newly independent company during COVID; Otis’s growth in the last four years, boosted by its innovation and service business; geopolitics and Otis’s business in China; sustainability; how tariffs impact consumers’ pocketbooks; and what’s next for the 170-year-old company. Leadership Next is powered by Deloitte.

Priscilla Almodovar, CEO of Fannie Mae, is the only Latina on the Fortune 500. She talks to Michal and Alan about how she uses her platform as CEO to make housing more equitable, and recalls her Puerto Rican parents buying their first home on Long Island, N.Y., and how important a piece of the American Dream that was for them. She also discusses her experience as a woman on Wall Street; how Latinos are becoming a bigger percentage of U.S. homeowners; what she learned from Jamie Dimon; her 2024 housing outlook; and tips for first-time buyers. Leadership Next is powered by Deloitte.