This study examines the potential challenges and opportunities a digital media producer faces when designing a short video for social media with the purpose of eliciting a desire in the user to transfer over to the media platform of which the forementioned short video is marketing and take part of longer video content. Using a qualitative research method, six professional digital media individuals were interviewed, each with varying degrees of experience in social media conversion. The findings reveal several challenges that digital media producers may encounter in their pursuit of conversion, as well as insights on possible ways to overcome these challenges. Notable discoveries include that short videos may not always be the best option for conversion on social media, and the importance of the first seconds of a short video. Overall, this research contributes to a deeper understanding of the challenges and opportunities digital media producers face in the constantly evolving world of social media.