In 1954 the Holy Cross Fathers of Portland announced the closing of Columbia Prep and a plan for the Jesuits to take over the premises was discussed, but again dropped.

Hillsdale Dairy Farm, a 55-acre (220,000 m2) plot to the west, some 15 minutes drive from downtown Portland, was purchased for $165,000.

Jesuit and Holy Cross priests raised pledges of $117,000 by Wednesday of the first week of a fund-raising campaign in churches, and hundreds of thousands more by door-to-door canvassing.

[11] On June 20, 2007, Sports Illustrated rated Jesuit the number one high school athletic program in the nation, citing success both on and off the field.

[13][14] Through the 2022-2023 school year, Jesuit was a 28 time winner of the Oregon Athletic Coaches Association (OACA) All-Sports award in the division they competed in.