How Winward Academy is Everybody's Private Tutor

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How Winward Academy is Everybody’s Private Tutor

Math finals, standardized tests, and college applications are daunting, but what if you could unlock the secrets to success? At Winward Academy, we do exactly that by offering customized learning for every student with our feature-rich platform. We provide evidence-based resources, expert instruction, and personalized feedback to help students achieve their goals and build confidence for life.

Our platform is designed to help students master the skills they need to succeed in English, Math, Reading, Writing, and Science. With over 250 hours of online lessons and 10,000+ practice questions, we’ve got everything students need to succeed in college and beyond. But what really sets us apart is our research-based approach, which incorporates proven techniques to maximize learning.

Learning Cycle

At Winward Academy, we’re committed to helping students achieve academic success through a research-based and evidence-based approach to learning. Our Learning Cycle is grounded in over 50 years of education and cognitive psychology research, incorporating proven strategies to promote a growth mindset. We help identify areas for focus, provide specific feedback, and coach students on how to study independently. By using our program and following our process, students see significant gains in their academic performance and develop a deeper understanding of fundamental academic concepts.

Our Learning Cycle is a four-step process that guides students through a comprehensive learning experience. It ensures they master fundamental academic concepts and develop the skills and knowledge required for college and beyond. By following our Learning Cycle, students see significant gains in their academic performance and develop a deeper understanding of fundamental academic concepts.

Here’s how it works:

Learn – Direct Instruction

Students begin with direct instruction through one-on-one video teaching, allowing them to speed up, slow down, pause, and replay lessons as needed. They take detailed notes and follow along as lessons gradually increase in difficulty. Even better – the convenience of the on-demand videos gives them the flexibility to learn on their schedules.

Apply – Independent Practice

Next, students apply what they’ve learned to over 10,000 practice questions. Each question has step-by-step guidance with feedback on every answer, right or wrong. Students can write for themselves problem-solving hints to guide their review.

Review – Mistake Bank

In our proprietary Mistake Bank, students review and learn from their mistakes to master core concepts, even creating personalized study guides with tips for missed questions. Students organize missed and flagged questions for future review and master mistakes while creating a personalized study guide written in their own words.

Master – Stay Sharp

After reviewing mistakes, students are guided to complete more practice questions on the same topics to ensure that the takeaways from their practice and review time translate into future success. This will help them build confidence with lesson content, apply strategies reviewed in the Mistake Bank to avoid past mistakes and improve speed and accuracy on questions.

Our Students’ Results Speak for Themselves

But don’t just take our word for it. Our students have seen significant gains in accuracy and percentile points and are more likely to be college-ready in all subjects. By using our platform, students can expect to see a 30 percentile increase in their ACT and SAT scores and are 3.5-4.0 times more likely to be college-ready in English, Math, Reading, and Science. 

Student Results


Students who invest 30 hours of focused effort can expect a 30 percentile increase in their ACT and SAT scores (that’s 4 points on the ACT or 190 points on the SAT)


Students who complete this program are 3.5–4.0 times more likely to be college-ready in English, Math, Reading, and Science


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About Winward Academy – Winward Academy is one of the world’s leading innovators in the online education space, providing web-based academic support that enhances students’ knowledge, confidence, and competitiveness in middle and high school academics and in college applications. We help thousands of students every year by providing personalized, comprehensive ACT and SAT test preparation and extensive math curriculum support. The Winward Academy learning platform honors over 40 years of education and cognitive psychology research, incorporating proven techniques that promote effective learning.

Winward Academy’s unmatched reputation is wholly attributable to our students’ exceptional success and to the trust earned among students, parents, and schools around the world.

Thomas O'Brien

Thomas O’Brien (Vice President of Success & Engagement) – Before joining Winward Academy, Mr. O’Brien was a nationally award-winning high school principal and math teacher. As an educator, he participated in the National Education Policy Fellowship through America Achieves. As a school leader, he participated in the Uncommon Schools Instructional Fellowship, the National Principal Academy Fellowship and Inclusive School Leadership Institute through the Relay Graduate School of Education, the Math For America School Leader Fellowship, and the Compass-in-Leadership Fellowship with Valor Collegiate Schools. Mr. O’Brien supports teachers and school leaders with ongoing data analyses, reports, intervention strategies, and engagement activities.