In recent years, the cybersecurity landscape has witnessed a concerning resurgence of ransomware attacks, causing significant disruptions and financial losses for organizations worldwide. While several factors contribute to the rise of ransomware, the growth of cybersecurity insurance has emerged as a topic of scrutiny. This article delves into the complex relationship between cybersecurity insurance and the resurgence of ransomware attacks. We will explore the potential influence of insurance on attack trends, the impact of ransomware payouts, and the measures required to strike a balance between insurance coverage and mitigating ransomware risks.