Born in San Francisco, California in 1967, Ickes was first exposed to bluegrass and old-timey music when he was a child, attending weekly jam sessions hosted by his grandparents. His family tried to interest him in playing the fiddle, but it didn't take. However, when he was 13, he heard the Dobro work of the Seldom Scene's Mike Auldridge and was certain that was the sort of music he wanted to make. He soon acquired a Dobro of his own and took to learning the ins and outs of the instrument. In 1992, he decided to try his luck in Nashville, Tennessee and moved to the Music City in search of a career.
In 1994, Ickes became a founding member of the highly celebrated bluegrass group Blue Highway. That same year, he appeared on the Grammy-winning multi-artist album The Great Dobro Sessions, which found him performing alongside such legends as Jerry Douglas, Tut Taylor, Josh Graves, Bashful Brother Oswald (aka Pete Kirby), and Rob's hero, Mike Auldridge. Ickes also played on another Grammy winner in 1994, I Know Who Holds Tomorrow by Alison Krauss the Cox Family, which earned the prize for best Southern Gospel Album. Despite his busy schedule with Blue Highway, who released their debut album in 1995, Ickes continued to pursue new projects. The International Bluegrass Music Association named him best Dobro player of 1996, and he would go on to receive the same award a dozen more times. In 1997, he released his first solo album, Hard Times, which ranged from bluegrass standards to a cover of the Meters' "Look-ka Py Py." More solo efforts followed, including Slide City in 1999, What It Is in 2002, and Big Time in 2004.
Ickes helped launch the jazz-leaning jamgrass group Three Ring Circle, which also featured Andy Leftwich on fiddle and bassist Dave Pomeroy. Their self-titled debut was released in 2006, and a follow-up, Brothership, appeared in 2010. In 2009, Ickes teamed up with piano man Michael Alvey and singer Robinella for another jazz-oriented release, Road Song, and served as an accompanist and session man for a wide range of artists, including Earl Scruggs, Merle Haggard, Kenny Rogers, David Grisman, and Don Henley. In support of other Dobro and resonator players, he organized the first ResoSummit in 2007, an annual three-day gathering of musicians, educators, and luthiers. In 2012, Ickes recorded a trio album with fellow Dobro masters Jerry Douglas and Mike Auldridge titled Three Bells. Auldridge died shortly after recording was completed, and the album didn't appear until 2014. Ickes left Blue Highway in 2015, the same year he released Before the Sun Goes Down, a collaboration with singer/guitarist Trey Hensley. The duo quickly established themselves, returning a year later with The Country Blues, followed in 2019 by World Full of Blues. Ickes stayed busy in between projects with Hensley by doing session work, and he lent his talents to albums by Craig Duncan (2020's Rockabilly Bluegrass), Nu-Blu (202's Shine), Alan Jackson (2021's Happy Valentine's Day), and Steve Poltz (2022's Stardust and Satellites). 2023's Living in a Song saw Ickes reunite with Trey Hensley for a fourth set of rootsy country material. ~ Mark Deming, Rovi