Montana has been married three times. His first wedding was in 1974, when Montana married his hometown sweetheart, Kim Moses, during his second semester at Notre Dame; however, they divorced less than three years later. Montana wed again in 1981, to Cass Castillo; they divorced in 1984. He met Jennifer Wallace, an actress and model, while the two worked on a Schick commercial, and the two married in 1985. He and Jennifer are still married and have four children: Alexandra Whitney (b. 10 October 1985), Elizabeth Jean (b. 20 December 1986), Nathaniel ("Nate") Joseph (b. 3 October 1989), and Nicholas Alexander (b. 28 April 1992). His oldest son, Nate, was a walk-on quarterback at Notre Dame starting in Fall 2008 after being a third stringer at De La Salle. He transferred to Pasadena City College in 2009. Montana's other son, Nick, transferred to Oaks Christian in Westlake Village in 2008, prior to his junior year, and became the starting quarterback. The nationally-ranked Lions were undefeated in 2008 and Nick is considered a top prospect. On June 10, 2009, he verbally committed to play at the University of Washington, which was originally not high on his list, over schools like Alabama, Arizona, Arizona State, Florida State, Georgia, LSU, Maryland, Nebraska, Notre Dame, Ohio State, South Carolina, and Stanford, who all tried to recruit him. Nick said he chose the Huskies because of their new head coach, Steve Sarkisian.
In 1986, doctors diagnosed Montana as having a narrow spinal cavity. He elected to have an operation, which was successful, and was able to return to football and continue his storied career.
Montana resides in Lafayette, California. He now owns horses and produces wine under the label Montagia.
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