Jessie Woolley-Wilson
Operating Partner, Owl Ventures. On 1 show, 1 appearance. The Shows tab opens the full record on each.
executiveinvestor@jessieww ↗owlvc.com ↗
She served as President and CEO of adaptive EdTech platform DreamBox Learning from 2010 through its 2023 sale to Discovery Education. Prior to DreamBox, she held executive leadership positions at Blackboard's K–12 Group, LeapFrog SchoolHouse, and Kaplan.
1shows
1appearances
12statements
1resolved
1supported
0contradicted
100%fully supported
Everything Jessie Woolley-Wilson said on any show that made the record, most notable first. Each card names its show and opens the statement there.
Woolley-Wilson: Only 10% of school districts are ready for hybrid reopening
“A month ago, I probably would have anticipated that 50% of the districts Will be returning in some hybrid model. I think that number is closer to 10% now. And so I feel right now we're in a pause and I feel like the next window is really after January to see h…”
Woolley-Wilson: Adaptive tech personalizes instruction at scale better than human teachers
“That's very difficult for even the best teacher in the best resourced school to be able to personalize learning instantaneously for 30 kids at once. But the nimble personalized learning technologies can do that very effectively at scale.”
Woolley-Wilson: Edtech should assist teachers' personalization, not replace them
“We think technology should do what technology does best, which is to help understand the thinking process of children and to give them actionable insights so that they can modify their instructional strategy and personalize it to be more high impact for every …”
Woolley-Wilson: Almost 90% of kids have broadband and device access
“Now the good news is that almost 90% of kids have access to broadband and devices, but that doesn't help the 10% that doesn't.”
Woolley-Wilson: Edtech will see sustained post-pandemic growth as a must-have
“We really feel like education technology is a V-shape, and we're seeing that now. We've had explosive growth in users, as I mentioned, and we expect that that is going to continue for the future, because we feel like people who were trying out learning technol…”
Woolley-Wilson: Prioritizing staff over immediate revenue ultimately protects the business
“And we figured if we took care of our staff, then we could take care of our customers. And then the third piece was, if we take care of our customers, then we will take care of our company. So the default was not, what do we do to take care of revenue? The def…”
Woolley-Wilson: DreamBox added over 2 million students in five weeks
“And within six weeks, we nearly doubled the number of students and districts were really desperate. So fifth In five weeks. So that was over two million students that were added.”
Woolley-Wilson: Over 5 million K-8 students use DreamBox through schools
“So over five million. Students K through eight are using Dreambox through our schools.”
Woolley-Wilson: DreamBox moved staff to four-day workweeks during early pandemic
“Earlier, as part of our cost reduction, we moved everybody to a four-day workweek.”
Woolley-Wilson: 40% of DreamBox employees are former educators
“40% of the employees at Dreambox are former educators.”
Woolley-Wilson: DreamBox shifted to institutional sales to reach all children
“So one of the reasons we moved from the consumer approach to the institutional approach is to bring Dreambox to every child. We brought Dreambox to where all kids were in schools. Not just to the parents who happen to know about it, but to institutions and com…”
One line per show, most statements first. The link opens Jessie's full record on that show: the calibration, argument clarity, speaking style and every statement made there.
| Show | Role there | Eps | Statements | Record | |
|---|---|---|---|---|---|
 HOW I BUILT THISLEDGER | Operating Partner, Owl Ventures | 1 | 12 | 100% 1/1 | full record on How I Built This → |