Wagenaar attended Hartwick College in
Oneonta, New York state. He only played 12 games for them in his final season because of a foot injury. In 2002, he played with
London City in the
Canadian Professional Soccer League.
Netherlands and Denmark Wagenaar began his career in the Netherlands as #2 behind the infamous
Stefan Postma. He played his first professional game against PSV when he came in after Postma broke his leg in a collision. Wagenaar started the next game against AZ Alkmaar in which ADO Den Haag drew 2-2 earning Den Haags first point of the season. During the game Wagenaar suffered a torn muscle in his rib cage and was unable to start the next game. The season ended with Wagenaar only playing a couple more games and ADO Den Haag being relegated. Halfway through his second year he left Den Haag and went to the States to focus on Olympic Qualifying with the Canadian U-23 team. Canada lost out for the final place at the Beijing olympics to a quality US team that included Sacha Kljestan, Freddy Adu, Johnathan Spector, and Jozy Altidore. After the olympic qualifying Wagenaar latched onto an already relegated Lyngby BK of the Danish Superliga for the final two months of their season.
Yeovil Town In July 2008 he joined
English League One side
Leeds United on a trial, but was not offered a contract. On 6 August 2008, after a successful trial, he officially signed for League One side
Yeovil Town to answer the club's urgent need for a goalkeeper. For the first three months of the season he was second choice behind "one-time" Canadian
goalkeeper Asmir Begović, but after Begović's loan ended, Wagenaar played every game, and made the League One Team of the Week after a match against
Southend United. He passed a medical for Falkirk and signed a one-year deal. He was released at the end of the season after Falkirk were relegated. He then went on trial at
Seattle Sounders FC. ==International career==