Academia-industry collaborations are vital for tackling complex, real-world challenges in Interaction Design. This paper explores the collaborative process of a project focused on integrating digital tools and automation in the aviation industry. Using the Multi-Grounded Action Research (MGAR) framework, we analyse how theoretical, empirical, and practical dimensions informed and shaped the collaboration. Emphasising the process over specific research outcomes, the paper provides insights into stakeholder engagement, iterative decision-making, and integrating diverse knowledge sources. The findings reveal that while socio-technical systems theory and participatory design principles guided the collaboration, practical implementation often required navigating competing priorities and addressing usability issues. Empirical data from aviation workers and managers highlighted the benefits of digital tools, such as reduced cognitive load and ergonomic improvements and their limitations, including increased technostress and operational inefficiencies. The study also explores how the fixed project plan occasionally conflicted with the iterative demands of action research and Interaction Design. The paper concludes with lessons for fostering impactful academia-industry collaborations, emphasising the importance of flexibility, stakeholder alignment, a shared language between collaborators, and actionable research outcomes. These insights contribute to bridging the gap between academic research and industry practice, offering a model for future projects seeking to advance Interaction Design through collaborative methodologies.