Paolo Maldini's tenure as AC Milan's Technical Director has been a resounding success. Since joining the club in 2018, he has overseen a remarkable transformation, culminating in the 2022 Scudetto. Maldini's approach has focused on strategic planning, sustainable growth, and shrewd scouting.

Maldini's journey began alongside Leonardo, before taking the reins as Technical Director in 2019. He implemented a youth-oriented policy, driven by international scouting. The signings of Theo Hernández and Rafael Leão laid the foundations for a formidable left flank.

The arrival of Zlatan Ibrahimović in 2020 proved a turning point, as Maldini judiciously balanced experience with youth. He backed Stefano Pioli's project, reaping rewards as Milan returned to Champions League football and claimed the Scudetto.

Maldini's achievements were recognised with the Globe Soccer Award for Best Director, highlighting his crucial role in Milan's resurgence.