Jerry and the Knights played at different functions such as talent shows, wedding receptions, parties and so on until his mid-teens.

In 1978, Gaskill decided to attend Evangel College in Springfield, Missouri and moved there with the intention of becoming a Biblical Studies major.

At one point, Gaskill became involved in a demo project for the Tracy Zinn Band that had Tabor as a member.

He has appeared as lead vocalist on 3 King's X tracks and is an integral part of their famous three-part vocal harmonies.

Gaskill suffered a heart attack on February 25, 2012, and was rushed to a hospital where he underwent emergency surgery.

[1] After his release from hospital he posted a video message on Facebook, thanking everyone who had supported him through his illness and then married his long term partner, Julie, in Las Vegas.

In October of the same year, Gaskill's Sea Bright, New Jersey home was completely destroyed by Superstorm Sandy.

Gaskill released his second solo album, Love and Scars, on October 30, 2015, and was produced by DA Karkos.