However, Apple also began to implement measures to prevent modding, such as code signing and software updates that would break existing mods. This cat-and-mouse game between modders and Apple continued, with modders finding ways to circumvent Apple's restrictions and Apple responding with updates to secure the software.

In 2001, Apple released iTunes, a software application that allowed users to manage and play their music libraries. At the time, iTunes was a simple, user-friendly program that integrated well with Apple's iPod hardware. As iTunes gained popularity, users began to seek ways to enhance its functionality and customize it to their liking.

As the modding community grew, Apple began to take notice. In 2006, Apple's Senior Vice President of Worldwide Marketing, Phil Schiller, acknowledged the modding community, stating that Apple's software engineers were aware of the mods and appreciated the creativity and enthusiasm of the community.