Britney Spears' manager Larry Rudolph has represented the star for 25 years, and has now made the decision to step down.
Revealed in a letter written to Spears' father, Jamie, and lawyer Jodi Montgomery (co-executor of Britney's estate), Larry cites Spears' "intention to officially retire" as his reason for resigning.
Deadline was first to publish the official letter, with Variety confirming its authenticity.
"I have never been a part of the conservatorship nor its operations, so I am not privy to many of these details," Rudolph wrote, before going on to say that he hasn't communicated with Britney in over two-and-a-half years.
"I was originally hired at Britney's request to help manage and assist her with her career. And as her manager, I believe it is in Britney's best interest for me to resign from her team as my professional services are no longer needed."
He wrote that he "will always be incredibly proud of what we accomplished over our 25 years together".
Rudolph, who has an impressive client list that includes Steven Tyler, Aerosmith, Pitbull and Kim Petras, ended his letter by wishing Britney "all the health and happiness in the world".
He said his door will always remain open if she needs him.
It comes after the Bessemer Trust, the firm hired to oversee Spears' financial affairs alongside her father, pulled out of her conservatorship last week.
The New York Times said the private company – which managed more than US$140 billion in assets – filed a court document stating that it wanted to resign as a result of the information its team learned from Spears' 24-minute testimony on June 23.
While it's unknown how much further Spears will have to fight to be free, even more harrowing details have emerged about the pop star's 13-year conservatorship.
New allegations of mistreatment by Spears' father Jamie and disturbing details about how cut off she has been from the outside world were revealed in a New Yorker expose titled "Britney Spears's Conservatorship Nightmare", co-authored by journalists Ronan Farrow and Jia Tolentino.
The in-depth read also looked at the mechanism of the conservatorship, which saw Spears' father given control of her life and finances in 2008, shortly after her very public breakdown.
Since then, Spears has not been allowed to drive or vote, has lived on a strict allowance and has had most key decisions about her life taken out of her control. She desperately wanted out of the unusual arrangement, slamming her family and declaring those responsible for the conservatorship should "be in jail" during a blistering court address last month.
It looks like she has a battle ahead if she wants to escape the conservatorship, with a judge denying Spears' lawyer's earlier motion to remove Jamie as co-conservator one week after the pop star's testimony.
A disability rights lawyer interviewed by the New Yorker said that such arrangements can often prove "inescapable".
"The strategy is isolate, medicate, liquidate. You isolate them, medicate them to keep them quiet, liquidate the assets," they said.
Farrow and Tolentino further lay out the Catch-22 for those wanting to end conservatorship arrangements.
"If the conservatee functions well under the arrangement, it can be viewed as proof the conservatorship is necessary. If a conservatee struggles under conservatorship, the same conclusion can be drawn."