Research has shown that personalizing persuasive technologies can increase their effectiveness and potentially leads to sustained behavioral change. Building on the success of the workshop in the past four years which attracted 100s of participants from over 20 different countries and led to a special issue, this year's workshop will further advance the research area by addressing outstanding challenges and opportunities identified during the previous workshops and developing a new focus areas for the field. The workshop aims to connect a diverse group of researchers and practitioners interested in personalization and tailoring of persuasive technologies. Attendees are encouraged to share their experiences, ideas, discuss key challenges facing the area, and discuss how to move the field forward. The workshop will cover broad areas of personalization and tailoring, including but not limited to personalization models, computational personalization, design and evaluation methods, and personalized persuasive technologies. We welcome submissions and ideas from any domain of persuasive technology and HCI including, but not limited to health, sustainability, games, safety and security, marketing, eCommerce, entertainment, and education. Workshop papers and ideas will be archived online to be accessible to the general public.