Within the last 10 years, social media has become heavily relied on by millions of people. As a result, businesses started to improve upon their social media presence. Many large businesses have adapted to the new digital age, however, there exist smaller businesses that have yet to take the plunge. This study aims to determine the effect that new technologies have on smaller and older businesses. In particular, this study asks: Can a brick and mortar entity adapt itself to an evolving digital age? The Hawaii Theatre is a historic building in Honolulu that is in the process of implementing new technologies and will be the focus of this project. The results of this study show that while businesses can benefit from evolving to the digital age, there are still measures they need to take in order to truly capture the potential of new technologies. Discovering what works and doesn’t work with the Hawaii Theatre’s social media can be beneficial for other brick and mortar entities that are in the process of adapting to the digital age.