Background. Cardiovascular diseases (CVDs) remain the leading cause of premature death globally. Military personnel, including veterans, represent a high-risk group due to chronic stress and an increased burden of vascular risk factors. Retinal microvascular changes are known to reflect systemic vascular health and may serve as noninvasive biomarkers for early cardiovascular risk assessment. Objective. To evaluate the diagnostic performance of artificial intelligence (AI) -based fundus image analysis compared to traditional ophthalmoscopy in detecting retinal microvascular abnormalities associated with cardiovascular risk. Methods. The study included 391 participants, of whom 287 were active or recently discharged military personnel, and 104 were civilian controls. Retinal images were acquired using high-resolution, non-mydriatic fundus cameras and analyzed via the Retina-based Microvascular Health Assessment System (RMHAS), an AI-powered, validated platform. Features assessed included venular widening, arteriolar narrowing, arteriovenous ratio (AVR), vessel tortuosity, and caliber asymmetry. Diagnostic sensitivity, specificity, and area under the ROC curve (AUC) were calculated for various screening models. Results. AI demonstrated significantly higher detection rates of all key retinal signs compared to ophthalmoscopy (e.g., venular dilation: 43,0% vs. 17,0%). A combined model integrating AI analysis with blood pressure and BMI achieved the highest diagnostic performance (sensitivity: 83,3%; specificity: 80,2%; AUC: 0.84). AI alone outperformed traditional risk assessment based on clinical metrics. Conclusion. AI-based retinal analysis enables more sensitive, standardized, and early detection of microvascular changes indicative of cardiovascular risk.