Apple Pay chief Jennifer Bailey to retire in October

Jennifer Bailey, head of Apple Pay, will retire and leave Apple in October, reports Bloomberg. Bailey has worked at Apple since 2003 and has long overseen ‌Apple Pay‌ and Apple Wallet.

In an employee memo announcing his departure, Apple services chief Eddy Cue said Bailey would be available in an advisory role.

After more than 25 years at Apple, Jennifer Bailey decided to retire in October. During her tenure, Jennifer made extraordinary contributions, leading the Apple Online Store through a period of significant growth and global expansion and 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 partnership operations, gift cards, and trust and security. And these are just a few of his accomplishments.

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. Prior to 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 am more confident than ever in the work we are all doing and look forward to an exciting future.

Bloomberg says Bailey’s retirement is “considered 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% of retailers in the United States.

Bailey is one of several Apple executives who have retired or will retire in the near future. Apple general counsel Kate Adams will leave Apple at the end of 2026, while chief environmental officer Lisa Jackson left in early 2026. AI chief John Giannandrea and chief operating officer Jeff Williams retired in 2026 and 2025, respectively, and head of user interface design Alan Dye left for Meta at the end of 2025. Apple CFO Luca Maestri and marketing chief Phil Schiller have taken on smaller roles, and CEO Tim Cook is expected to move 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.