Angelo Stiller: Stuttgart's Kroos Heir on Real Madrid's Radar?

Angelo Stiller: Stuttgart's Kroos Heir on Real Madrid's Radar?

Arthur Jones
Arthur Jones
Published: Feb 04, 2026

Real Madrid have paid a heavy price for failing to replace Toni Kroos following his retirement in 2024, but then doing so was always going to be a tough task. For starters, the ex-Germany international ranks as one of the finest deep-lying playmakers of the modern era.

It's rare for a player to truly dictate the rhythm of a match, but Angelo Stiller has emerged as one of the Bundesliga's most compelling orchestrators. Now, the VfB Stuttgart midfield maestro, often likened to a young Toni Kroos, finds himself at the center of a swirling transfer saga, with giants like Real Madrid reportedly circling.

Key Takeaways from Stiller's Rise:

  • Bayern Munich Youth Product: Despite a slow start, Stiller honed his craft in Bavaria before seeking new challenges.
  • Mentor's Influence: The bond with coach Sebastian Hoeneß has been crucial to his career progression.
  • Stuttgart Success: He was instrumental in Stuttgart's shocking Bundesliga runner-up finish and DFB-Pokal victory.
  • Real Madrid Rumors: A reported €40 million release clause makes him a hot commodity this summer.

The Bavarian Beginnings: A Star's Early Spark

Born into a staunch Bayern Munich family, young Angelo Stiller wasn't immediately swayed by the allure of Germany's biggest club. At eight years old, he made the Bavarian giants wait, choosing an extra season with local side Milbertshofen before eventually joining in 2010. His ascent through the Bayern youth ranks was swift, playing for the U19s by just 17 years old.

Despite his clear talent, Stiller only managed three first-team appearances under Hansi Flick, totaling a mere 64 minutes. This proved to be a significant misstep for Bayern, with their director of football development, Jochen Sauer, lamenting the failure to retain a homegrown talent like Stiller who eventually left on a free transfer.

Hoeneß's Guiding Hand: A Partnership Forged in Football

No figure has been more pivotal in Stiller's journey than coach Sebastian Hoeneß. It was Hoeneß who promoted a teenage Stiller to the Bayern reserves in 2019. Their shared football philosophy, centered on intelligent play both offensively and defensively, forged an unbreakable bond.

This connection led Stiller to Hoffenheim when his Bayern contract expired in 2021. Unsurprisingly, when Hoeneß moved to Stuttgart, Stiller followed in the summer of 2023. Their reunion at the MHPArena proved a masterstroke.

Stuttgart's Revelation: From Stagnation to Stardom

Hoeneß's departure from Hoffenheim in 2022 coincided with a period of stagnation for Stiller. He sought a change, yearning to escape the feeling of his career plateauing. The €5.5 million move to Stuttgart in 2023 was a steal, instantly proving to be one of the best bits of business in the Bundesliga.

Stiller was a driving force behind VfB Stuttgart's sensational second-place finish in the 2023-2024 Bundesliga season and a DFB-Pokal victory. His exceptional performances even saw him break into the Germany squad post-Toni Kroos's international retirement, earning five caps to date.

Unpacking Stiller's Toolkit: A Playmaker Par Excellence

Forget the traditional ball-winner; Stiller is a nuanced, multi-talented playmaker often compared to the likes of Kroos and Joshua Kimmich. His elite game intelligence allows him to consistently read plays and deliver incisive passes.

He has tallied an impressive 17 assists since the start of the 2023-24 campaign, adding six goals across all competitions. Hoeneß consistently praises Stiller's maturity, highlighting his ability to adapt to higher levels and dictate the tempo of games with minimal touches.

Sharpening the Edges: A Commitment to Defensive Grit

Stiller openly admits that his defensive contributions were an area needing improvement in his earlier career. However, he has visibly refined this aspect of his game at Stuttgart, focusing on anticipating danger, timing tackles, and winning duels.

His evolving defensive awareness showcases a commitment to becoming a more complete midfielder. It's a testament to his dedication, proving that football isn't just about elegant possession, but also the hard graft that