 In 2018, Woodward collaborated with WDR Big Band from Cologne, Germany, and created a program with conductor/arranger Chris Walden called "Love and Other Bad Habits".Woodward also collaborates with Dave Richards Big Band in Los Angeles, and was recently featured with the Henry Mancini Institute Orchestra with Arturo Sandoval and Jose Feliciano.Woodward collaborated with fellow Brooklyn musician Josh Shneider, singing several songs on "The Joshua Shneider Love Speaks Orchestra" album released in 2013—three Josh-penned originals ("Cute Little Nightmare", "The Hurting Kind", and "When Love Speaks"; lyrics by Finian McKean) and a cover of the Tony Bennett standard (by Kurt Weill) "Lost in the Stars".