About Señor Wooly

James Wooldridge (a.k.a. Señor Wooly) is a Spanish teacher from the metro Chicago region.
Jim Wooldridge, a Spanish teacher in Evanston, IL (near Chicago) for nine years, used to struggle to find high-quality educational materials for his middle school students. Most existing materials treated students as though they were in kindergarten, or took the opposite approach and treated them like humorless adults.

While Wooldridge’s students were beginners, they weren’t babies, and didn’t want simplistic, babyish stuff. They were drawn in, like tweens and teens are, to funny, creative, and absurd stories with unexpected twists. So, Wooldridge decided to make those kinds of stories himself.

In 2005, Wooldridge began writing his own music for his students. Although he had not even considered seeking a wider audience, it wasn’t long before other teachers found his first website, JamesWooldridge.com.

He renamed the site Señor Wooly in 2009 when he released the music videos Billy la Bufanda and ¿Puedo ir al baño?. Of course, his most famous video is Flores, seen 31.4 billion times on YouTube alone. Since then, he has created numerous well-known musical stories, such as Guapo, Las Excusas, and Sé Chévere, among many others.

Although he is not currently teaching, Wooldridge keeps close ties with the local Spanish educational community, frequently casting Spanish students and teachers to perform in his productions.

Jim Wooldridge lives in Skokie, IL with his wife and two children.