The publisher behind a $25,000 book trilogy has filed for bankruptcy — and owes Bob Dylan $450,000

**From Business Insider’s Natalie Musumeci:**  A decades-old New York City-based multimedia publishing company known for producing high-end illustrated books has filed for bankruptcy, revealing in court papers that it owes hundreds of thousands to music icon Bob Dylan. Callaway Arts & Entertainment, Inc. filed for Chapter 11 bankruptcy protection — a process that allows a company to restructure its debts under court supervision — in Manhattan federal bankruptcy court on Monday. Court filings by Callaway show that the company owes its 20 largest unsecured creditors more than $4 million, including $450,000 to Dylan and nearly $1.7 million to Hachette Book Group, one of the biggest publishers in the United States. Representatives for Callaway and its bankruptcy attorney did not immediately respond to a request for comment by Business Insider. Representatives for Dylan and Hachette Book Group also did not immediately respond. Callaway's Chapter 11 petition does not specify the nature of the debts. In 2023, the company published the 608-page book "Bob Dylan: Mixing Up the Medicine" about the working life of the now-84-year-old Grammy-winning singer-songwriter. [Read more about the multimedia publishing company’s bankruptcy filing.](https://www.businessinsider.com/25k-book-trilogy-publisher-bankruptcy-bob-dylan-callaway-2026-3?utm_source=reddit&utm_medium=social&utm_campaign=insider-entertainment-sub-post)