As a solo act, Dylan signed with Columbia Records to release two studio albums—Seeing Things (2008) and Women + Country (2010)—the latter of which peaked at number 12 on the Billboard 200.

[5] During this time, Dylan started writing songs and began shifting his focus from guitar playing to songwriting.

[6] Upon moving back to Los Angeles, Dylan and childhood friend Tobi Miller formed a new band called the Apples around 1989, along with Luther Russell on bass guitar and Aaron A. Brooks on drums.

Dylan and Miller then recruited Barrie Maguire on bass, Peter Yanowitz on drums, and Rami Jaffee on keyboards to fill out the new band.

[11] Despite low sales, The Wallflowers began touring nationwide, mostly as an opening act for several bands including the Spin Doctors and 10,000 Maniacs.

[12] Upon returning from a tour in 1993, the band learned that management at Virgin had shifted, leading to the removal of Jeff Ayeroff and Jordan Harris, who had signed The Wallflowers to the label.

The band continued to play club shows in Los Angeles through mid-1994; it was around this time when Yanowitz left The Wallflowers to join 10,000 Maniacs, then fronted by his girlfriend, Natalie Merchant.

Shortly after Yanowitz's departure, The Wallflowers caught the attention of Tom Whalley and Jimmy Iovine of Interscope Records, who signed the band in 1995.

The Wallflowers now included drummer Mario Calire and guitarist Michael Ward, in addition to Dylan, Jaffee and Richling.

[18] The Wallflowers embarked on a tour that lasted through the end of 2000 and into 2001, making stops in Japan and Madison Square Garden in New York for a four-night run, opening for the Who.

The band recorded demos while on tour with John Mellencamp that year before getting into the studio in Santa Monica, California.

[20] Red Letter Days was produced by founding Wallflowers member Tobi Miller and Bill Appleberry.

In May and June 2006, Dylan toured with former Wallflowers producer T Bone Burnett, performing solo acoustic opening sets.

For Instant Karma, Dylan performed a cover of Lennon's "Gimme Some Truth," with Dhani Harrison contributing backing vocals on the song.

[26][27] In September 2007, it was reported by The New York Times that Dylan was recording his first solo album at producer Rick Rubin's home in the Hollywood Hills.

[31][32] Following the release of Seeing Things, Dylan made several television appearances to promote the album and toured with a backing band called the Gold Mountain Rebels, which consisted of Wallflowers drummer Fred Eltringham, guitarist Audley Freed and bassist George Reif.

The only song Dylan had was one he had written for Glen Campbell's forthcoming album, Ghost on the Canvas, called "Nothing But the Whole Wide World."

[34][35] Women + Country had a decidedly fuller sound than Seeing Things, thanks to the horns, pedal steel and fiddle that were prominently featured throughout the album.

Burnett also brought in Neko Case and Kelly Hogan to contribute background vocals on eight of the album's eleven songs.

[37][38] In addition to a series of television appearances to promote the album, Dylan and a backing band called Three Legs toured the U.S., the United Kingdom and Ireland in the spring and summer of 2010.

At a stop at the Bearsville Theater in Woodstock, New York, Dylan was joined on stage by Garth Hudson of the Band for several songs.

[43] In August 2011, Dylan and Wallflowers keyboardist Rami Jaffee performed at the Farm Aid benefit concert in Kansas City.

Later that year, longtime bass player Greg Richling and drummer Jack Irons announced that they were leaving The Wallflowers, citing that they wanted to focus on a band they were both in called Arthur Channel.

[50][51] In September 2015, Dylan released a duet online with Cat Power covering the Byrds' "You Showed Me" (which was later popularized by the Turtles).

Dylan, along with Regina Spektor, Cat Power, Beck, Fiona Apple, and Jade Castrinos, performed these songs in a concert at the Orpheum Theatre in Los Angeles in October 2015.

[55] Dylan had a bar mitzvah, the ceremony that marks Jewish teenage boys' religious coming of age.

[61] The award recognizes men who "have made family a priority, while balancing a demanding career and community involvement".