This research aimed to (1) develop an automated testing suite for evaluating the accessibility of an internal Issue and Support Management System using Playwright integrated with the Page Object Model, and (2) evaluate and compare the system’s accessibility based on the Web Content Accessibility Guidelines (WCAG) 2.1 Level AA through automated testing combined with manual inspection. The study was conducted on the internal system of Lucas Strategy Co., Ltd. and covered two main modules: project creation and issue reporting. The evaluation was carried out over a six-month period, with data collected every two months for a total of three rounds. Six accessibility aspects were assessed: form labels, keyboard accessibility, focus order, status messages, contrast ratio, and the use of color for conveying information. The data were analyzed using descriptive statistics and the Friedman test. The results showed that the overall average success rate continuously increased from 54.25% in month 2 to 79.25% in month 4 and 94.75% in month 6, while the standard deviation decreased from 14.88 to 7.98 and 3.70, respectively. The Friedman test revealed statistically significant differences among the three evaluation rounds at the .05 level (χ² = 12.00, df = 2, p = 0.002). The findings indicate that integrating Playwright, the Page Object Model, and manual inspection provides a systematic methodological approach for continuous accessibility evaluation in internal organizational systems.