Maher grew up in the Cape May Court House section of Middle Township, New Jersey, playing youth soccer with the Cape Express Soccer Club. He attended Middle Township High School where he was First Team All-South Jersey and Third Team All-State his junior year having tallied 32 goals and 17 assists. While Maher played only seven games his senior year, he still scored 20 goals and added 11 assists, earning a scholarship offer from Temple University. Maher was also the starting point guard on the 2001–2002 Middle Township Panthers basketball team who won the Group II State Championship. Maher attended Temple University and was a four-year starter for the Owls and named to the All-Atlantic 10 Rookie Team his freshman year and team captain his senior year. He graduated with a bachelor's degree in legal studies.
While in college, Maher also played as an amateur with the Ocean City Barons of the Premier Development League (PDL). He spent three seasons with the Barons and in the 2004 Lamar Hunt U.S. Open Cup, the Barons played against the Syracuse Salty Dogs. At the time, his brother Anthony Maher was with the Salty Dogs. In the spring of 2007, Miami FC picked Maher in the first round (ninth overall) of the USL College Draft. Maher elected to finish his degree which caused him to miss the 2007 USL pre-season. Following graduation from Temple, Maher moved to Cary, North Carolina to live with his brother, Anthony, who was now playing with the Carolina RailHawks. Maher trained with the RailHawks, eventually gaining a contract offer mid-season. Maher made his first professional start against Liga MX México Primera División side Cruz Azul. In 2007, the New Jersey Ironmen of Major Indoor Soccer League (MISL) drafted Maher with the second pick of the MISL College Draft. During the 2007–2008 season, he was a Defensive Player of the Week, making him the first rookie to earn POTW honors. He scored his first career MISL goal on January 5, 2008 vs. Detroit Ignition. On January 7, 2009, he signed a contract with the Philadelphia KiXX of the newly formed NISL. At the time, his brother, Anthony Maher, also played for the KiXX. On March 1, 2009, Maher blew out his knee.
On March 7, 2009, Maher was driving drunk when he hit and killed Hort Kap. Maher was sentenced to five and a half years in prison in January 2010.
In March 2009, Maher's sport utility vehicle crashed into the rear of a minivan on the Atlantic City Expressway, killing 55-year-old Hort Kap of Philadelphia. He was convicted on aggravated manslaughter charges and sentenced to 5 1/2 years in prison. Maher was released from prison on August 3, 2014 and immediately resumed his "Decisions Determine Destiny" assemblies funded by State Farm. This program has been presented to over 40,000 high school and college students a year.
