Jessie Woolley-Wilson

Former CEO at DreamBox Learning

Travels From Travels From:
Seattle, WA, USA
Speaking Fee Speaking Fee:
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Jessie Woolley-Wilson Biography

Jessie Woolley-Wilson is a learning innovator, speaker, and EdTech pioneer, who currently advises venture capital investors and C-suite leaders in their portfolio companies. She has spent more than two decades in the educational technology industry, and was previously President and CEO of DreamBox Learning®. Prior to joining DreamBox, Woolley-Wilson held several executive positions in leading companies including Blackboard’s K-12 Group, LeapFrog SchoolHouse and Kaplan.

Woolley-Wilson supports the broader education community by serving on several boards including Quizlet and Class, and formerly, Rosetta Stone, the Western Governors University Board of Trustees, and Ursuline Academy. She has been a featured speaker at events including TEDx Rainier, SXSWedu, DENT and GeekWire Summit, and is a Trustee of the Aspen Institute.

Woolley-Wilson is a two-time recipient of EdTech Digest’s Leadership Award and was honored as one of 2018’s Top 100 Influencers in EdTech. Forbes placed her on its “Impact 15” list for being a disruptor in education, as well as their "50 Over 50: Innovation" list, and The New York Times featured her in its Corner Office column. Regionally, Woolley-Wilson has received multiple accolades, including Seattle Business Magazine’s Executive Excellence Award in the “CEO of the Year” category; GeekWire’s “Big Tech CEO of the Year” award; and the Puget Sound Business Journal’s “Women of Influence” award.

Woolley-Wilson holds an MBA from Harvard Business School and a BA from the University of Virginia.

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Speaker profile last updated by AAE Talent Team on 04/01/2024.

Jessie Woolley-Wilson Videos

  • Jessie Woolley-Wilson - Fireside Chat with Bill Gates
    Bill Gates (Co-chair and Truste of Bill & Melinda Gates Foundation) and Jessie Woolley-Wilson (President and CEO of DreamBox Learning) speak in a...
  • Jessie Woolley-Wilson - ForttKnox Update
    I speak with DreamBox CEO Jessie Woolley-Wilson about the latest developments in education technology.
  • Jessie Woolley-Wilson - The Girls in Tech Podcast
    Jessie Woolley-Wilson shares how DreamBox and the EdTech industry are using technology to provide high-quality learning opportunities for all.

FAQs on booking Jessie Woolley-Wilson

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  • What topics does Jessie Woolley-Wilson speak about?

    Jessie Woolley-Wilson is a keynote speaker and industry expert whose speaking topics include Business Leadership, Disruptive Thinking, Education, Finance, Technology, Venture Capital, Virtual Learning.
  • Where does Jessie Woolley-Wilson travel from?

    Jessie Woolley-Wilson generally travels from Seattle, WA, USA, but can be booked for private corporate events, personal appearances, keynote speeches, or other performances. For more details, please contact an AAE Booking agent.
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Jessie Woolley-Wilson is a keynote speaker and industry expert who speaks on a wide range of topics . The estimated speaking fee range to book Jessie Woolley-Wilson for your event is available upon request. Jessie Woolley-Wilson generally travels from Seattle, WA, USA and can be booked for (private) corporate events, personal appearances, keynote speeches, or other performances. Similar motivational celebrity speakers are Suneet Singh Tuli, Osman Rashid, Anant Agarwal, Ghazal Qureshi and Ronald Packard. Contact All American Speakers for ratings, reviews, videos and information on scheduling Jessie Woolley-Wilson for an upcoming live or virtual event.

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