Jessie Woolley-Wilson
She is the CEO of DreamBox Learning, one of the most popular adaptive learning companies that specialize in math. Across the U.S., Mexico, and Canada, DreamBox serves nearly 3 million students and 120,000 teachers. Being the daughter of a Haitian immigrant, Wolley-Wilson had her own share of discrimination while waiting to pitch her company in 2012 but today she has raised $170 million and her tech education company is one of the best.
