The faculty of four, including the headmaster, taught the students in the remodeled pony stable, which was renamed Cochran Hall.

The W.R. Johnston Math Building was dedicated in 2010, and the Dr. John Records Arts and Science facility was completed in 2014.

Casady School has had twelve headmasters: Stephen Gassaway who served when the school first opened, Michael Martin (1947–52), Shaun Kelly (1952–56), Howard Taber (1956–63), Dr. Robert B. Woolsey (1963–80), Richard B. McCubbin (1980–90), Barnaby J. Roberts (1990–98), Mark H. Mullin (1998–2002), Charles W. Britton (2002–07), David W. Gorham (Interim 2007–08), Christopher C. Bright (2008–14), and Nathan Sheldon (2014–present).

Founded in 1947, Casady has grown to 1,020 students, 220 faculty and staff, more than 4,000 alumni, with an 80-acre campus holding 29 buildings.

Historically, 100 percent of Casady School graduates attend a four-year college or university.

Casady athletically competes in the Oklahoma Secondary School Activities Association in the majority of sports, the Southwest Preparatory Conference (SPC) for Field Hockey and Boys’ Volleyball, and the Catholic Grade School Athletic Association (CGSAA).

Representing a "virtual Harkness Model," each MSON course enrolls no more than 16 students, allowing for active, real-time discussion.

The Malone Family Foundation awarded Casady School with a $2 million scholarship endowment in May 2006.

Created for students in grades seven through 12 who demonstrate outstanding abilities as well as financial need, the scholarship enables qualified young adults to benefit from an independent education.

I look forward to hearing more about this program's development towards producing graduates who are historically informed, intellectually reflective, and compassionately engaged civic servants.” Casady students have the option to choose from 21 different sports that are offered during three seasons for the academic year.