Cyber Health Essentials Checkup is an online cybersecurity risk assessment service developed by Assured Enterprises, designed for smaller organizations. It is a scaled-down implementation of the company's TripleHelix® framework, which is otherwise used for large, complex organizations such as financial institutions, critical infrastructure, and government entities. The assessment functions similarly to an annual medical examination, evaluating an organization's cybersecurity posture and delivering findings in a written format. Upon completion, the customer receives a "Mini Roadmap" that identifies existing security strengths and suggests cost-effective improvements. An optional add-on, AssuredScanDKV®, is available alongside the checkup. This tool scans software libraries, DLLs, and executables for known vulnerabilities. The free tier of AssuredScanDKV® scans up to 150 files within a chosen directory and delivers a Potential Vulnerabilities Evaluation indicating the number of vulnerabilities detected. A more comprehensive scan with mitigation and remediation guidance is available as a paid upgrade. The service targets organizations with limited cybersecurity resources seeking a structured, entry-level cyber risk evaluation. An optional Virtual CISO (vCISO) program inquiry is also available during the checkout process.