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Jessie Woolley-Wilson

CEO, DreamBox Learning

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Jessie Woolley-Wilson Biography

Jessie Woolley-Wilson is Chair, President and CEO of DreamBox Learning, the company that developed the Intelligent Adaptive Learning platform heralded as a "game changer" in the eLearning sector by nationally renowned academic and technology pundits. Jessie brings nearly two decades of experience in K-12 e-learning and education technology to DreamBox Learning. Throughout her career in the education industry, Jessie has held several leadership roles in general management, sales and marketing, operations, and business development.

Before joining DreamBox Learning, Jessie was President of the K-12 Group at Blackboard where she led the company's growth and development for the virtual and blended online learning market. Prior to Blackboard, she was President of LeapFrog SchoolHouse, the schools division of LeapFrog Enterprises, where she established SchoolHouse as a leader in education technology and one of the fastest growing educational software producers in the United States.

Jessie has also held leadership positions at collegeboard.com, the interactive division of the College Board; MyRoad.com, an e-learning company that helps middle school, high school, and college students prepare for college and careers; and Kaplan, the leading test preparation company in the United States.

As an education industry leader, Jessie serves on several boards for nonprofit organizations including iNACOL (International North American Council for Online Learning), Editorial Projects in Education (publisher of Education Week), the Education Innovation Network, Camelot For Kids and SIIA Software & Information Industry Association. Jessie has also served on the World Economic Forum's Global Agenda Council on Technology and Education. She was named a "Best Leaders to Watch" in EdNET's Best for 2011, a peer recognition program.

Jessie received her MBA from Harvard Business School and her BA in English from the University of Virginia. She is a 2007 Henry Crown Fellow of the Aspen Institute.

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  • HOW TO BOOK Jessie Woolley-Wilson?

    Our booking agents have successfully helped clients around the world secure talent like Jessie Woolley-Wilson for both live and virtual events for over 15 years. The team at All American Entertainment represents and listens to the needs of organizations and corporations seeking to hire keynote speakers, celebrities or entertainers for speaking engagements, personal appearances, product endorsements, or corporate entertainment. Fill out a booking request form for Jessie Woolley-Wilson, or call our office at 1.800.698.2536 to discuss your upcoming event. One of our experienced agents will be happy to help you get pricing information and check availability for Jessie Woolley-Wilson or any other celebrity of your choice.
  • HOW MUCH DOES IT COST TO BOOK Jessie Woolley-Wilson?

    Booking fees for Jessie Woolley-Wilson, or any other speakers and celebrities, are determined based on a number of factors and may change without notice. Pricing often varies between live and virtual events. Other factors that can affect speaker fees include the talent's schedule, market conditions, length of presentation, and the location of the event. The live and virtual event speaking fees listed on this website are intended to serve as a guideline only. In some cases, the actual quote may be above or below the stated range. For the most current fee to hire Jessie Woolley-Wilson, please fill out the booking request form or call our office at 1.800.698.2536 to speak with an experienced booking agent.
  • WHO IS THE AGENT FOR Jessie Woolley-Wilson?

    All American Entertainment has successfully secured celebrity talent like Jessie Woolley-Wilson for clients worldwide for more than 15 years. As a full-service talent booking agency, we have access to virtually any speaker or celebrity in the world. Our agents are happy and able to submit an offer to the speaker or celebrity of your choice, letting you benefit from our reputation and long-standing relationships in the industry. Fill out the booking request form or call our office at 1.800.698.2536, and one of our agents will assist you to book Jessie Woolley-Wilson for your next private or corporate function.
  • WHAT IS A FULL-SERVICE TALENT BOOKING AGENCY?

    All American Speakers is a "buyers agent" and exclusively represents talent buyers, meeting planners and event professionals, who are looking to secure celebrities and speakers for personal appearances, speaking engagements, corporate entertainment, public relations campaigns, commercials, or endorsements. We do not exclusively represent Jessie Woolley-Wilson or claim ourselves as the exclusive booking agency, business manager, publicist, speakers bureau or management for Jessie Woolley-Wilson or any other speaker or celebrity on this website. For more information on how we work and what makes us unique, please read the AAE Advantage.
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This website is a resource for event professionals and strives to provide the most comprehensive catalog of thought leaders and industry experts to consider for speaking engagements. A listing or profile on this website does not imply an agency affiliation or endorsement by the talent.

All American Entertainment (AAE) exclusively represents the interests of talent buyers, and does not claim to be the agency or management for any speaker or artist on this site. AAE is a talent booking agency for paid events only. We do not handle requests for donation of time or media requests for interviews, and cannot provide celebrity contact information.

If you are the talent, and wish to request removal from this catalog or report an issue with your profile, please click here.

CEO, DreamBox Learning

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Jessie Woolley-Wilson Biography

Jessie Woolley-Wilson is Chair, President and CEO of DreamBox Learning, the company that developed the Intelligent Adaptive Learning platform heralded as a "game changer" in the eLearning sector by nationally renowned academic and technology pundits. Jessie brings nearly two decades of experience in K-12 e-learning and education technology to DreamBox Learning. Throughout her career in the education industry, Jessie has held several leadership roles in general management, sales and marketing, operations, and business development.

Before joining DreamBox Learning, Jessie was President of the K-12 Group at Blackboard where she led the company's growth and development for the virtual and blended online learning market. Prior to Blackboard, she was President of LeapFrog SchoolHouse, the schools division of LeapFrog Enterprises, where she established SchoolHouse as a leader in education technology and one of the fastest growing educational software producers in the United States.

Jessie has also held leadership positions at collegeboard.com, the interactive division of the College Board; MyRoad.com, an e-learning company that helps middle school, high school, and college students prepare for college and careers; and Kaplan, the leading test preparation company in the United States.

As an education industry leader, Jessie serves on several boards for nonprofit organizations including iNACOL (International North American Council for Online Learning), Editorial Projects in Education (publisher of Education Week), the Education Innovation Network, Camelot For Kids and SIIA Software & Information Industry Association. Jessie has also served on the World Economic Forum's Global Agenda Council on Technology and Education. She was named a "Best Leaders to Watch" in EdNET's Best for 2011, a peer recognition program.

Jessie received her MBA from Harvard Business School and her BA in English from the University of Virginia. She is a 2007 Henry Crown Fellow of the Aspen Institute.

Jessie Woolley-Wilson Videos

  • Blending technology and classroom learning: Jessie Woolley ...

FAQs on booking Jessie Woolley-Wilson

  • How to book Jessie Woolley-Wilson?

    Our booking agents have successfully helped clients around the world secure talent like Jessie Woolley-Wilson for both live and virtual events for over 15 years. The team at All American Entertainment represents and listens to the needs of organizations and corporations seeking to hire keynote speakers, celebrities or entertainers for speaking engagements, personal appearances, product endorsements, or corporate entertainment. Fill out a booking request form for Jessie Woolley-Wilson, or call our office at 1.800.698.2536 to discuss your upcoming event. One of our experienced agents will be happy to help you get pricing information and check availability for Jessie Woolley-Wilson or any other celebrity of your choice.
  • How much does it cost to book Jessie Woolley-Wilson?

    Booking fees for Jessie Woolley-Wilson, or any other speakers and celebrities, are determined based on a number of factors and may change without notice. Pricing often varies between live and virtual events. Other factors that can affect speaker fees include the talent's schedule, market conditions, length of presentation, and the location of the event. The live and virtual event speaking fees listed on this website are intended to serve as a guideline only. In some cases, the actual quote may be above or below the stated range. For the most current fee to hire Jessie Woolley-Wilson, please fill out the booking request form or call our office at 1.800.698.2536 to speak with an experienced booking agent.
  • Who is the agent for Jessie Woolley-Wilson?

    All American Entertainment has successfully secured celebrity talent like Jessie Woolley-Wilson for clients worldwide for more than 15 years. As a full-service talent booking agency, we have access to virtually any speaker or celebrity in the world. Our agents are happy and able to submit an offer to the speaker or celebrity of your choice, letting you benefit from our reputation and long-standing relationships in the industry. Fill out the booking request form or call our office at 1.800.698.2536, and one of our agents will assist you to book Jessie Woolley-Wilson for your next private or corporate function.
  • What is a full-service talent booking agency?

    All American Speakers is a "buyers agent" and exclusively represents talent buyers, meeting planners and event professionals, who are looking to secure celebrities and speakers for personal appearances, speaking engagements, corporate entertainment, public relations campaigns, commercials, or endorsements. We do not exclusively represent Jessie Woolley-Wilson or claim ourselves as the exclusive booking agency, business manager, publicist, speakers bureau or management for Jessie Woolley-Wilson or any other speaker or celebrity on this website. For more information on how we work and what makes us unique, please read the AAE Advantage.

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 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, Alan Louie and Stacey Childress. Contact All American Speakers for ratings, reviews, videos and information on scheduling Jessie Woolley-Wilson for an upcoming live or virtual event.

Jessie Woolley-Wilson Speaker Videos

  • Blending technology and classroom learning: Jessie Woolley ...

Jessie Woolley-Wilson News

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During normal business hours, we respond to most inquiries within 4 hours.

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Speakers Similar to Jessie Woolley-Wilson

This website is a resource for event professionals and strives to provide the most comprehensive catalog of thought leaders and industry experts to consider for speaking engagements. A listing or profile on this website does not imply an agency affiliation or endorsement by the talent.

All American Entertainment (AAE) exclusively represents the interests of talent buyers, and does not claim to be the agency or management for any speaker or artist on this site. AAE is a talent booking agency for paid events only. We do not handle requests for donation of time or media requests for interviews, and cannot provide celebrity contact information.

If you are the talent, and wish to request removal from this catalog or report an issue with your profile, please click here.

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The 2022 Speaking Industry Benchmark Report