The complex relationship between artists and their employers in the arts sector raises important questions about risk management and freedom of expression. When artists take risks, they contribute significantly to society by expressing deeply held convictions and challenging common beliefs. However, this exposure to risk also raises the question of how much responsibility arts organizations should bear for protecting artists. This is especially relevant in Australia, where arts organizations operate within distinct governance structures and face unique challenges in managing risk and freedom of expression. The Adelaide Writers Week controversy involving the cancellation of an author's invitation due to political sensitivities highlights the tensions between risk management and artistic freedom. The case underscores the need for arts boards to carefully consider the implications of their decisions and the potential impact on artists. The issue is further complicated by the fact that many professional artists in Australia work as contractors rather than employees, which means they assume certain risks from arts organizations. This includes financial risks, as organizations may only pay for the presentation or performance, not the work that produces it. This externalization of creative risk can lead to artists being cut loose when they express themselves in ways that are criticized by audiences or donors. To address these challenges, arts boards must slow down their decision-making processes, withstand media scrutiny, and ensure diverse representation on their boards. This will help protect artists' rights and maintain the cultural value that arts organizations accrue as trusted civic spaces. Ultimately, the success of arts organizations depends on their ability to balance risk management with the freedom of expression that artists need to thrive.