The shift to hybrid work has redefined supervision in accounting internships, requiring new forms of digital leadership and generational empathy. Anchored in the MIA Talent Strategy 2025, IFAC IES 5: Practical Experience, and SDG 8, this preliminary qualitative study explores how supervisors in Malaysian accounting firms bridge generational expectations while guiding Gen Z interns in virtual settings. Based on semi-structured interviews with five supervisors from mid-tier and small practices, data were analyzed thematically. Findings produced the Supervisor–Intern Generational Bridging Framework, comprising five themes: expectation alignment, communication adaptation, digital trust building, mentorship flexibility, and outcome-based evaluation. Grounded in self-determination and digital leadership theories, the study highlights empathy, structured feedback, and digital trust as core competencies for effective supervision. The framework offers initial, practice-based guidance for firms (onboarding, hybrid communication, trust dashboards, outcome rubrics) and for MIA/IFAC in refining practical-experience standards.