He won the 1998, 1999 and 2000 Washington State youth soccer championship with his club team, Federal Way United Storm '83.

He attended Auburn Riverside High School where he was the 2002 Washington State Player of the Year.

[1] During his college career, Eylander would spend each summer with a Premier Development League team.

[4][5] After much speculation, he eventually made the move 'up' to MLS expansion team Seattle Sounders FC, signing with them on January 6, 2009.

He made his first start on April 18, 2009, after starter Kasey Keller was forced to sit out a game for a red card.