Jessie Woolley-Wilson

Jessie Woolley-Wilson is the president and CEO of DreamBox Learning. She previously held executive positions at edtech companies, including Blackboard, LeapFrog, and Kaplan. She has been a featured speaker at TEDx Rainier, SXSWedu, and the ASU GSV Summit, and Ernst & Young named her “Entrepreneur Of The Year" in the Pacific Northwest region. She holds an MBA from Harvard Business School and a BA from the University of Virginia.

3 ways school leaders and edtech partners can close learning gaps together

To meet each student right where they are, administrators can look to districts that used dynamic personalized learning to prevent learning loss and support teachers.

3 key trends driving K-12 education forward in 2022

Prioritizing SEL, rethinking tutoring, and investing in professional development will be key

3 trends that will drive education forward in 2021

Lessons learned from the pandemic will lead to greater broadband access, social-emotional learning, and formative learning models.

Student assessment in an uncertain time: Current realities and new possibilities

To even the playing field for all students, administrators are rethinking traditional approaches to assessment.

Cultivating diversity in STEM education

In honor of Black History Month, DA guest columnist Jessie Woolley-Wilson addresses what educators can learn from the first African American woman and man to earn doctorates in math—and the continued importance of role models of color.

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