Contribution: Case study of a rural-focused educational program with two components: 1) introducing high school students and teachers to smart and connected technologies (SCTs) that can be used to solve local problems and 2) engaging the local community in supporting local technology-driven entrepreneurship. Background: Rural communities typically lag behind in terms of participation in the digital economy, and use of technology in general. Yet they often have the most to gain, due to high rates of self-employment and fewer private-sector job opportunities. Research Questions: Can a broadly scoped rural technology education program lead to improvements in 1) student and teacher SCT awareness; 2) SCT skills; and 3) aspirations for future SCT use directed toward entrepreneurship and overall community wellbeing? Methodology: A multidisciplinary team used a mixed-methods approach to engage a rural high school robotics team as well as the local community. Over the course of one year, students took part in hands-on-training with SCTs ("PETE-Kits" and associated curriculum) and brainstormed entrepreneurial projects via ideation events. Community members were involved at the beginning and end of the project, including judging a "shark-tank" style event where student business ideas using SCT were presented. Findings: Results from student pre/post activity assessments suggest that the program was effective at increasing comfort with technology and combining technical skills with entrepreneurial opportunities. Post surveys from community members, including teachers, demonstrated clear support for the program and an appreciation of how SCTs/digital skills could benefit the local economy and wellbeing.