Winward Academy | 137 followers on LinkedIn. Winward Academy offers students and life-long learners unbeatable value by combining an interactive teaching approach with engaging on-demand video lessons to simulate an in-person tutoring experience, at a fraction of the cost. With its extensive library of on-demand video lessons and a collection of over 5,000 practice questions, Winward Academy provides tailored learning programs, both for students and for life-long learners. Winward Academy is transforming how students master the ACT and SAT, thrive in math class, and shine in their college applications - all to build confidence for life.