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Diana Darmawan has held a variety of roles in their career. In 2009, they began as a Marketing Intern at PT. Mitra Adiperkasa Tbk. In 2014, they became an Events Intern at Biola University. Diana then held the role of Resident Advisor at Biola University in 2015, followed by an E-Commerce Intern role at Dressabelle in 2016. That same year, they were also a Communications Assistant at Biola University. In 2017, they worked as a Digital Marketing & Creative Intern at SOZOCO. In 2018, they became a CRM Specialist at Fabelio. In 2020, Diana held the role of Co-Founder at www.giftings.id, as well as CX Campaign Lead at GetPlus (PT. Global Poin Indonesia). Most recently, they have been a Lifecycle Manager and Senior CRM Specialist at Style Theory since 2021.

Diana Darmawan attended Sekolah Pelita Harapan from 1999 to 2013. Diana then went on to Biola University Crowell School of Business from 2013 to 2016, where they earned a Bachelor of Science (B.S.) in Business Administration and Management, General. In 2017, they obtained a Professional Diploma in Digital Marketing from the Digital Marketing Institute. Finally, they completed a Certificate in Interior Design from The Interior Design Institute in 2020.