Crossroads Foundation

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Crossroads Foundation was founded in 1988 to help youth from families in underserved neighborhoods in Allegheny County have access to a quality high school education. Originally a private, family funded program, Crossroads Foundation formed a Board of Directors in 1998 and acquired official 501(c)(3) status in 2003. Since its inception, Crossroads has helped over 500 young people successfully graduate from a Catholic high school prepared for college and career opportunities.

At Crossroads, our stories and achievements are the bedrock of our organizational identity, and the foundation from which we spring forward. Below, you can explore the key events and milestones that mark our evolution into the organization we are today.

  • 1988
    Crossroads is founded by Pittsburgh businessman Edward Ryan, of Ryan Homes, in order to send a handful of promising students with limited options to rigorous Catholic High Schools in Pittsburgh.

  • 1989
    Crossroads and St. Vincent College collaborate to hold the inaugural St. Vincent Week program, kicking off a decades-long partnership for the benefit of Crossroads Scholars.

  • 1990
    Crossroads' total enrollment exceeds 50 scholars.

  • 1991
    Crossroads hires its first counselor in order to respond to scholars' individual needs and challenges.

  • 1992
    First graduating class of Crossroads scholars--11 scholars total.

  • 1998
    Crossroads establishes a board of directors.

  • 2001
    Total enrollment exceeds 100 scholars.

  • 2003
    Crossroads obtains 501(c)(3) status.

  • 2006
    Crossroads dedicates the first "Crossroads Center," in an old rectory on Webster Avenue in the Hill District.

  • 2007
    Crossroads launches its first endowment campaign, raising over $5 million for expansion of enrollment and programs.

  • 2011
    Crossroads partners with KEYS AmeriCorps to hire full-time in-school tutors for scholars seeking academic assistance.

  • 2012
    Crossroads triples its number of feeder elementary schools.

  • 2013
    Our Lady of the Sacred Heart (OLSH) joins Central, Oakland, Seton-La Salle, Serra, and Bishop Canevin as a Crossroads host high school.

  • 2013
    Crossroads commemorates the 25th anniversary of its founding.

  • 2014
    Crossroads establishes LEAD Program (Lead, Empower, Advocate, Discover) for outstanding upperclassmen scholars.

  • 2015
    Crossroads launches "Aspire" campaign to increase endowment to $10 million in order to expand and enhance Crossroads' programming and scholar services.

  • 2016
    Dedication of Crossroads' new, student-centered space, the Calland Center, in North Point Breeze.

  • 2016
    Crossroads graduates its 500th scholar, and establishes the "500th Fund" to support first-year Crossroads alumni.