This paper presentation depicts a four-year journey of successes and challenges of an annual exchange between a culturally diverse American high school and a Japanese university. Learners from both sides use English as a common language to creatively present cultural, economic, and financial topics. The students in FY22-23 use accessible technology, including Google Slides to create their career Flip videos, Google Form surveys for data collection, YouTube for collaboration, and Google Classroom for interactive webinars. The presenters include information on state and administrative approval processes, privacy protections, and logistical challenges. Participants will learn how available online tools can be used for unique classroom experiences to foster experiential learning, meaningful collaboration, and reflection on cross-cultural biases or stereotypes to become more effective world citizens.