Captioning of recorded videos is beneficial to many and a matter of compliance with accessibility regulations and guidelines. Like recorded captions, real-time captions can also be means to implement the Universal Design for Learning checkpoint to offer text-based alternatives to auditory information. A cost-effective solution to implement the checkpoint for live online presentations is to use speech recognition technologies to generate automated captions. In particular, "Microsoft PowerPoint Present Live" (MSPL) is an application that can be used to present with real-time automated captions and subtitles in multiple languages, allowing individuals to follow the presentation in their preferred language. The purpose of this study was to identify challenges that participants could encounter when using the MSPL feature of real-time automated captions/subtitles, and to determine what they describe as potential uses, challenges, and benefits of the feature. Participants were full-time faculty and administrators with a faculty appointment in a higher education institution. Data from five native English speakers and five native Spanish speakers were analyzed. Activities of remote usability testing and interviews were conducted to collect data. Overall, participants did not encounter challenges that they could not overcome and described MSPL as an easy-to-use and useful tool to present with captions/subtitles for teaching or training and to reach English and Spanish-speaking audiences. The themes that emerged as potential challenges were training, distraction, and technology. Findings are discussed and further research is recommended.