[2] Growing up, he participated in the 1970 Concord American Little League junior division championship with the Jets Hornets Owls.

[4] Following high school, Wooldridge earned a double Bachelor of Arts degree in computer science and economics at the University of California, Berkeley in 1982.

After graduating with High Distinction in General Scholarship, Wooldridge completed his Ph.D. at the University of California, San Diego.

[7] In 2009, Wooldridge became the Co-director of an interdisciplinary program focused on training researchers who use methods from economics to address critical policy issues in education.

[8] Shortly after, Wooldridge became the co-recipient of a federal grant to evaluate and identify "which commonly-used value-added models accurately estimate the effects of teachers, schools and instructional practices.