Apple Pay chief retiring after over 25 years at company, more exec departures may follow
Follow UsJennifer Bailey, the longtime head of Apple Pay and Wallet, will retire in October after more than 25 years at the company.
Apple services chief Eddy Cue announced her departure in a memo to employees.
"Under Jennifer’s leadership, Apple Pay has changed the way hundreds of millions of our users pay," Cue said in the memo.
Jennifer Bailey, the longtime head of Apple Pay and Wallet, will retire in October after more than 25 years at the company. Apple services chief Eddy Cue announced her departure in a memo to employees, seen by Bloomberg. Bailey has led Apple Pay since the service was launched in 2014. She also played a key role in the development and growth of Apple Wallet and other financial services. Apple has not yet named her replacement. However, Cue said the company will share its succession plan before Bailey leaves at the end of October. She will also be available as an adviser during the transition.
Survey“Under Jennifer’s leadership, Apple Pay has changed the way hundreds of millions of our users pay,” Cue said in the memo. “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.”
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Bailey joined Apple in the early 2000s. Before taking charge of Apple Pay, she served as vice president of the company’s online store. Bailey oversaw the launch and growth of Apple Pay. The service allows users to make payments in stores, apps and online. She also led the development of Apple Wallet and oversaw the launch of Apple Card.
In his memo, Cue praised Bailey’s contribution to the company. “On a personal note, Jennifer has been an incredible friend and leader, and I will miss working with her,” he wrote, as per the report.
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Bailey’s retirement comes as Apple goes through a wider leadership transition. Several longtime executives have recently left or reduced their responsibilities. General counsel Kate Adams is also retiring this year, while environment chief Lisa Jackson left earlier in 2026. Former Chief Financial Officer Luca Maestri and longtime marketing executive Phil Schiller have continued at Apple in reduced roles, though both are believed to be nearing the end of their time at the company.
Several other members of Apple’s senior leadership team are also reaching retirement age. Services chief Eddy Cue, retail head Deirdre O’Brien and marketing chief Greg Joswiak have each spent roughly four decades at Apple.
