MANHATTAN, NEW YORK CITY — Callaway Arts & Entertainment, Inc. filed for Chapter 11 bankruptcy protection in Manhattan federal bankruptcy court on Monday. The company owes $450,000 to Bob Dylan according to court documents.

Court filings show that Callaway owes its 20 largest unsecured creditors a total of more than $4 million. The company owes nearly $1.7 million to Hachette Book Group according to court filings. In its Chapter 11 bankruptcy filing, Callaway said it has between 1 and 49 creditors and estimated its assets and liabilities to each be between $1 million and $10 million.

Nicholas Callaway founded the company more than 40 years ago as Callaway Editions and serves as its chief executive officer. The company publishes luxury art books and produces computer-animated television series, mobile and tablet applications, and lifestyle brands.

The publisher has released several high-profile books over the decades. Callaway published Madonna's 1992 book "Sex" and her children's book series. In 2021, the company published "The Beatles: Get Back," an official account of the Beatles' last studio album, "Let It Be."

In 2023, Callaway published the 608-page book "Bob Dylan: Mixing Up the Medicine" about the working life of Bob Dylan, now 84 and a Grammy-winning singer-songwriter. That same year, Callaway and Hachette Book Group announced a partnership for the sales and distribution of Callaway's book list, with the Bob Dylan book leading the fall 2023 list. "Callaway's publications are beautiful, whether created for children, art enthusiasts, or pop culture fans," Todd McGarity, Vice President at Hachette Book Group, said.

In 2020, Callaway published a limited edition trilogy about the Sistine Chapel that retails for $25,000. The 24x17-inch, 822-page, three-volume trilogy was the result of a five-year collaboration between Callaway, the Vatican Museums, and Italian art publisher Scripta Maneant.

A team of photographers captured more than 270,000 digital images over 67 consecutive nights while the Sistine Chapel was closed to the public to create the trilogy, the company said. A total of 1,999 copies of the trilogy were printed, of which 600 were in English. "The work will never be reprinted," Callaway Arts & Entertainment, Inc. said.