In a rapidly changing world, education must evolve to prepare students not just for existing careers but also for those yet to be imagined. Daydream Believers, an innovative education organization, is embracing this challenge head-on by harnessing the power of technology to assess and enhance creative thinking among students. Daydream Believers, a not for profit organization based in Scotland, is a small team of passionate, award-winning educators and employers who have come together to embed creativity at the heart of education. Professionals in business and education alike are invited to participate and help shape learning within this space. The lessons, usually lasting 50 minutes, vary from stand-alone activities to multi-lesson units (Playlists). Teachers can select the lessons they want to use, building a unique resource that both complements and supports their individual learners' needs. To support assessment of creative thinking on the qualification, the authors created the Stellar app. Stellar leverages a novel approach to assessment, placing emphasis not on final answers but rather on the journey of creative problem-solving. While technology plays a crucial role in facilitating and recording assessments, it is the educator's judgment and expertise that determine how students' work is evaluated.