Sean “diddy” Combs’ trial has been marked by more than just legal proceedings. behind-the-scenes actions, including a failed mistrial attempt and alleged attempts to influence the jury, have kept the spotlight on the rapper. Now, Diddy’s attention has turned to courtroom sketch artist Jane Rosenberg.

Rosenberg, a veteran artist, provides the imagery from the courtroom, as Diddy’s trial is not being televised. according to Reuters, Diddy reportedly told Rosenberg, Soften me up a bit, you’re making me look like a koala bear. While requests to alter appearances aren’t new for Rosenberg, this incident raises questions about Diddy’s perception of his own image.

Trump Connection: A Shared Sketch artist

Rosenberg’s career includes sketching figures connected to former President Donald Trump. Rudy Giuliani and Donald Trump Jr. have also commented on her depictions. She sketched Mr. Trump during his 2024 hush money trial. This connection sparks speculation about a potential pardon for Diddy, should he be convicted.

In May 2025, Mr. trump stated he would consider the facts of Diddy’s case, even tho no one had yet asked him for a pardon, according to the Daily beast. This prompted rapper 50 cent to voice his opposition, alleging that Diddy had said some really bad things about Trump, according to USA Today.50 Cent, whose real name is Curtis James Jackson III, suggested this disrespect might hinder Diddy’s chances of a pardon, noting that Donald doesn’t take well to disrespect.

Diddy’s Strategy: Attention at All Costs?

Diddy’s actions suggest a desire to remain in the spotlight, regardless of the consequences. His behavior in court and his reaction to the sketches indicate a pattern of seeking attention.

Diddy simply can’t read the room and is pulling out all the stops to keep attention on himself – for better or for worse.