Apple Pay Chief Jennifer Bailey Retiring in October

Apple Pay executive Jennifer Bailey is retiring and leaving Apple in October, reports Bloomberg. Bailey has been with Apple since 2003 and has long overseen ‌Apple Pay‌ and Apple Wallet.

In an employee memo announcing her departure, Apple's services chief Eddy Cue said Bailey will be available in an advisory role.

After more than 25 years at Apple, Jennifer Bailey has decided to retire in October. During her tenure, Jennifer has made extraordinary contributions from leading the Apple Store Online through a period of significant growth and global expansion to overseeing the launch of Apple Pay.

Under Jennifer's leadership, Apple Pay has changed the way hundreds of millions of our users pay, with a simpler, more secure, and private experience. She also led the development and growth of Apple Wallet, oversaw the development and launch of Apple Card, and led our work in Services fraud prevention and partner operations, Gift Cards, and Trust and Safety. And those are just a few of her achievements.

On a personal note, Jennifer has been an incredible friend and leader, and I will miss working with her.

Please join me in thanking Jennifer for her incredible contributions to Apple. Before Jennifer's transition at the end of October, we will announce our succession plan, and Jennifer will continue to be available to support the transition in an advisory role.

As we continue to work toward our vision of replacing the physical wallet, I'm more confident than ever in the work that we are all doing and look forward to an exciting future ahead.

Bloomberg says Bailey's retirement is "seen as a major loss" for the company. ‌Apple Pay‌ has expanded to more than 80 countries under Bailey's leadership, and Apple says it is accepted at more than 85 percent of retailers in the United States.

Bailey is one of several Apple leaders who have retired or are retiring in the near future. Apple general counsel Kate Adams is leaving Apple in late 2026, while environmental chief Lisa Jackson left in early 2026. AI chief John Giannandrea and COO Jeff Williams retired in 2026 and 2025, respectively, and UI design lead Alan Dye departed for Meta in late 2025. Apple CFO Luca Maestri and marketing chief Phil Schiller have taken on smaller roles, and CEO Tim Cook is set to transition to a new role on September 1. Other executives like ‌Eddy Cue‌, Craig Federighi, Deirdre O'Brien, and Greg Joswiak have all been with Apple for decades and are getting closer to retirement age.