Montreal Expos/Washington Nationals (2003–2006) Henderson was drafted by the
Montreal Expos in the 26th round of the
2003 Major League Baseball draft. He made his professional debut that summer pitching out of the
bullpen for the
Rookie League Gulf Coast League Expos and
Low-A Vermont Expos in the
New York–Penn League. He played the entire 2004 season with Vermont and was promoted to the
Single-A Savannah Sand Gnats of the
South Atlantic League in 2005.
Chicago Cubs (2007–2008) The
Chicago Cubs selected Henderson in the 2006
Rule 5 draft. At Nashville, he was selected for the
Triple-A All-Star Game with a 1.69 ERA, 56 strikeouts, 4
wins, and 15
saves as the Sounds'
closer. He made the Mets' roster for
Opening Day in 2016 after a spring training in which he posted a 1.69 ERA with 13 strikeouts over innings beating out
Sean Gilmartin for the last spot in the Mets' bullpen. On June 21, he was placed on the DL with
tendinitis in his right
biceps. After 14 minor league rehab appearances, mostly with the Triple-A
Las Vegas 51s, he was activated from the DL and added to the active roster on August 20. He was outrighted to Triple-A after the season and elected free agency.
Chicago Cubs (2017) Henderson signed a minor league contract with the Chicago Cubs for 2017 with an invitation to spring training, but he was released before the season's start.
Milwaukee Brewers (2018) In 2018, Henderson signed a minor league contract with the Milwaukee Brewers. He was assigned to the Double-A
Biloxi Shuckers in the Southern League and placed on the 60-Day DL. He was released after the season without having appeared in any games. ==Coaching career==