In 1989, Kenny was asked to join Type O Negative after former Carnivore guitarist Marc Piovanetti declined. Kenny was a childhood friend of the band, growing up in the same neighborhood as the rest of the band members. He has been on every Type O Negative release with fellow members Peter Steele and Josh Silver (Johnny Kelly joined in 1994).
In the early days of Type O Negative, he could be seen playing a black Gibson Flying V. He could also be seen playing it for the music video of Christian Woman. He then switched to a black Gibson SG, and begun to add green accessories (knobs and green taped frets and pickups) to it, and would continue to follow this trend. Starting in 1996, he began to use Fernandes Guitars, starting with a Raven Elite Sustainer and Revolver Sustainer with the green additions like his previous SG, and would use this for over half a decade. He would always use the Raven live, but as seen on the music video for I Don't Wanna Be Me, he could be seen using a Monterey Deluxe (without EMG's) in Satin Black, with green taped frets. In 2007, he began using Schecter guitars, most prominently a green C-1 Baritone. Unlike his previous guitars, this has true green fret inlays, exposed pickups (A Seymour Duncan SH-4 "JB" bridge, and a Sustainiac neck pickup), and the body is all green, including the headstock, and the back of the neck and headstock. All of his guitars throughout the years have all been tuned to B Standard.
Kenny's early rig (Before World Coming Down) consisted of an ADA MP-1 preamp with an Alesis Quadraverb running into a Mosvalve 500 power amp, which was run into one or more Marshall 4x12s. During the recording of World Coming Down, Kenny used a Mesa/Boogie Dual Rectifier, and still uses it, along with a Mesa Boogie Mark IV, as a backup. His main setup consists of a Mesa Boogie TriAxis preamp and TC Electronics G-Force effects processor being sent to a Mesa Boogie Simul-Class 2:Ninety power amp into a (or several) Mesa Boogie 4x12 cabinet(s).
While performing with Seventh Void, he could be seen using Mesa/Boogie Dual Rectifiers and Schecter Solo-6 guitars in either with a Black finish (Seen in the music video for Last Walk In The Light), or Sunburst (Seen in the music video for Heaven is Gone).
In late 2012, Schecter announced an Artist model based on his custom baritone he used near the end of his Type O Negative tenure.