From 2014 to 2019, the Entrepreneurs Club at Sacramento Country Day School, co-founded by Jackson and Jack Crawford, was an after-school program for middle school students. Modeled after a graduate program, it included 10 modules on topics such as market research, product development, marketing, sales, finance, and fundraising. Students transformed ideas into products, culminating in a year-end Showcase event where they presented their companies, sold products, and competed in a pitch contest.

After expanding the program to low-resource students in Del Paso Heights, the Crawfords were awarded a Resolution from the Mayor of Sacramento for their community dedication.