Press release

Ernst & Young Selects DreamBox Learning® CEO as 2019 Pacific Northwest Entrepreneur Of The Year® Winner

Sponsored by Businesswire

®, the company that pioneered Intelligent
Adaptive Learning™ technology, announced today that CEO and President
Jessie Woolley-Wilson is the winner of the Entrepreneur Of The Year®
2019 Award in the Pacific Northwest region in the “Trailblazers”
category. A top honor among business awards programs in the U.S., the
program, founded by Ernst and Young, recognizes entrepreneurs and
leaders of high-growth companies who are excelling in areas such as
innovation, financial performance and personal commitment to their
businesses and communities, while also transforming our world.

Jessie was selected for driving DreamBox’s significant company growth,
securing $130 million in investment funding from The Rise Fund,
increasing DreamBox’s employee base by 523% since taking the helm in
2010, and expanding the company’s client portfolio to reach more than 3
million students and 130,000 educators across the United States, Canada,
and Mexico.

“I’m truly honored and humbled to win this award, but this recognition
belongs to the entire DreamBox team,” said Woolley-Wilson. “Our team is
passionate about providing high-quality education to every child
regardless of where they live, where they come from or what they look
like. We are reimagining learning and I’m fortunate to work with such an
impact-driven team.”

“Our mission is to partner with visionary leaders like Jessie, who are
building successful businesses that drive meaningful, measurable and
positive impact,” said Steve Ellis, Co-Managing Partner of The Rise
Fund. “Under Jessie’s leadership, DreamBox is changing the way children
learn, and we are proud to be a partner in their success.”

This recognition is the latest of several major awards recognizing
Jessie and DreamBox. Recently, DreamBox was named “Best Math Learning
Solution” by the 2019 EdTech Breakthrough Awards and a finalist in
EdTech Digest’s 2019 EdTech Awards in multiple categories, including
adaptive technology solution, curriculum and instruction solution, math
solution, personalized learning solution and founder and CEO. Jessie
also received ASU GSV’s #PowerOfWomen award, which recognizes female
CEOs and founders who have announced market-leading transactions or
activities in the last year, and GeekWire’s “Big Tech CEO of the Year”.

As a Pacific Northwest award winner, Jessie is now eligible for
consideration for the
Entrepreneur Of The Year 2019 National Awards
. Award winners in
several national categories, as well as the Entrepreneur Of The Year
National Overall Award winner, will be announced at the Entrepreneur Of
The Year National Awards gala in Palm Springs, California, on November
16, 2019. The awards are the culminating event of the Strategic
Growth Forum®
, the nation’s most prestigious gathering of
high-growth, market-leading companies. To learn more about the Pacific
Northwest program, please visit

About DreamBox Learning

DreamBox Learning, founded in 2006 in Bellevue, Washington, is the only
K-8 digital math program powered by students, built by and for
educators, and independently proven to positively impact student
achievement. DreamBox dynamically adapts and differentiates in real time
based not only on students’ answers, but also on how they solve
problems. Along with actionable reporting and tools that empower
differentiation for all learners, DreamBox gives teachers
content-specific professional development and provides administrators
with insights about how all students are progressing. The company’s
pioneering platform has won more than 40 top education and technology
industry awards and is in use in all 50 states and throughout Canada.
DreamBox is available for PC and iPad. For more information, visit

About Entrepreneur Of The Year®

Entrepreneur Of The Year®, founded by EY, is the world’s most
prestigious business awards program for entrepreneurs. The program makes
a difference through the way it encourages entrepreneurial activity
among those with potential and recognizes the contribution of people who
inspire others with their vision, leadership and achievement. As the
first and only truly global awards program of its kind, Entrepreneur Of
The Year celebrates those who are building and leading successful,
growing and dynamic businesses, recognizing them through regional,
national and global awards programs in more than 145 cities and more
than 60 countries.