In the rapidly evolving landscape of Education 5.0, educators and institutions grapple with unprecedented challenges in leveraging digital technologies to enhance teaching, learning, and assessment. The profound shift towards a more humanized educational experience, focusing on social and emotional growth alongside skill development, demands a paradigmatic transformation. However, a palpable gap exists in understanding and navigating the complexities of this digital transition. Educators, students, and administrators are left facing dilemmas related to pedagogical innovation, technology integration, and effective learning assessment in the digital age. Enter Teaching and Assessment in the Era of Education 5.0, a definitive guide poised to bridge the gap between the challenges posed by Education 5.0 and actionable solutions. The current educational milieu faces a conundrum as it attempts to adapt to the tenets of Education 5.0. The digital transition poses challenges, from incorporating immersive technologies to understanding the attitudes of educators and students towards digitization. Furthermore, the design and implementation of training and distance learning systems require a nuanced approach, calling for engineering expertise in training, pedagogy, and tutoring. The assessment landscape, crucial for gauging the effectiveness of learning in the digital era, grapples with contemporary trends, ethical considerations, and the ever-present specter of plagiarism. This multifaceted challenge necessitates a comprehensive resource that not only delineates the issues but offers actionable solutions to navigate this transformative journey.