— Jessie Woolley-Wilson, former CEO at DreamBox Learning, joined Silicon Valley venture capital firm Owl Ventures as an operating partner.
Woolley-Wilson previously led DreamBox for more than 13 years. Founded in 2006, DreamBox sells education technology software to K-12 schools and was acquired by Discovery Education in 2023. Woolley-Wilson stepped down from day-to-day duties at the company in October.
Owl Ventures is one of the top firms focused on education technology, with more than $2 billion in assets under management. It invested in DreamBox in 2015.
Woolley-Wilson previously held leadership roles with Blackboard’s K–12 Group; LeapFrog SchoolHouse; the College Board; and test-prep company Kaplan. She is on the board of Owl Ventures portfolio companies Quizlet and Class Technologies.
— David Edelstein, co-founder of Seattle fintech startup Level, is now chief innovation officer at First Fed, a local community bank based in Washington.
Edelstein wrote on LinkedIn that “we recently exited the business after closing three transactions over the past several months,” including with Found and Giggle Finance. He declined to provide more details about the acquisitions when contacted by GeekWire.
Level, a Techstars Seattle graduate, launched in 2018 and built a credit service targeted at independent contractors.
Edelstein previously was director of the Grameen Technology Center, and spent time at Caribou Digital, Microsoft, and McKinsey.
— Kurt Shintaffer, co-founder of Apptio, joined the board of Precanto, a Washington D.C.-based startup developing headcount forecasting software.
— Kyle Munson, former marketing leader at Zillow Group and Flyhomes, joined Maryland-based cybersecurity startup Huntress as vice president of demand generation.
— Portland, Ore.-based communications compliance company Smarsh added two board members: Okta exec Sagnik Nandy and former Janney Montgomery Scott exec Tim Scheve.
