The challenges in cyber insurance risk assessment are multi-faceted, from sourcing and managing the volume and complexity of available threat intelligence that is involved in the assessment, to the pressures of responding quickly to inquiries and creating informed quotes. Assessments need to determine the extent of susceptibility to ransomware, denial of service, account takeover, sensitive and personal data exfiltration, and more. This incorporates potential extortion, business liability, and privacy compliance penalties. Cyber threats are continually evolving, with new vulnerabilities and attack vectors emerging at an alarming rate. This dynamic environment makes it difficult for assessment analysts to keep pace and accurately evaluate an organization’s risk to cyber-attacks and breach.