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We have exciting things in the works for 2022!  Join our newsletter to stay on top of all things Ashley & Simpson–upcoming events, concerts, news and releases.


Ashley & Simpson will be one of two performers at Sundays on the Square, located on the historic Woodstock Square, Cass & Van Buren Streets, Woodstock IL 60098.

Our good friend Mark Dvorak invited us to participate in “I Hate to See the Summer Go” concert to support BEDs Plus on 8/27/22.  Click HERE to find out all the details!

Come join us for a great evening of music in Riverside, IL!  Ashley & Simpson will be playing at the Riverside Farmer’s Market Wednesday 9/28 from 5-7pm. 

Check out our EVENT CALENDAR for more upcoming events!


We have the great honor of being included on the compilation album “Down The Old Plank Road Vol. III.” This digital album was released by The Plank Road Folk Music Society. It includes music from members of the PRFMS, and Ashley & Simpson got to contribute their version of “The Blackest Crow.” But wait, there’s more! We are especially proud of this release, as we got to produce and release the album at Randomosity Records. Working with some of our favorite people on the planet, it hardly seemed like work at all to see this project to fruition. Listen to the album HERE or wherever you stream music.

Check out our recent livestreams here!

If you missed any of our recent livestreams, you can catch them here!

Release of "What Are You Doing New Year's Eve?"

In December 2021, we were thrilled to announce the release of “What Are You Doing New Year’s Eve?”–a jazzy throwback featuring Mary Halm on bass,  Jerry King on drums, Steve Schnall on alto saxophone, Joel Simpson on guitar, and Jennifer Ashley on vocals.

Check out our lyric video to our release “What Are You Doing New Year’s Eve?”


Comprised of Jennifer Ashley and Joel Simpson, Ashley & Simpson are quickly becoming folk scene favorites. This folk duo blends traditional songs and instrumentation along with beautiful vocal harmonies reminiscent of famous duos such as Ian & Silvia and The Everly Brothers. With their sophomore release “Off To Here Land,” they have pushed the art of folk to a new sound with an all traditional track list that will delight fans new and old.  Both bringing a classical perspective to their duo, Jennifer Ashley & Joel Simpson have reached a new level with incorporating elements of jazz, popular music and other modern styles in their arrangements.  

They announced their arrival to the folk scene in October 2017 with the release of their debut album, “Winnie,” an epic love story unfolding song by song, chronicling the journey of two kids in love from Smalltown, USA.  Since forming in 2016, Ashley & Simpson have opened for 5 time Grammy nominated blue-grass artists “Dailey & Vincent,” Grammy nominated artist Dave Rudolf, and for gold-record artist Michael Gurley (dada, Butterfly Jones, and Kiefer Sutherland Band).  They have appeared on Lilli Kuzma’s Folk Festival on Chicago’s WDCB, as well as Chicago’s Windy City Irish Radio WCIR. The duo appeared at the Fox Valley Folk Music and Storytelling Festival in September 2018 as part of the Two Way Street Coffee House stage . In October 2018, Ashley & Simpson were selected to perform in the DJ Showcase at Folk Alliance Region Midwest (FARM).  They attended North East Region Folk Alliance (NERFA) In 2018 and 2019, as well as Folk Alliance International 2019 in Montreal.

_Winnie (Digital Art)

On February 1, 2019, “Off To Here Land” was released and Jennifer and Joel had the honor to have their release show at the legendary Two Way Street Coffee House in Downers Grove, Illinois.  In its debut month, “Off To Here Land” was #7 TOP ALBUM on the Folk Radio Charts, and Ashley & Simpson earned the distinction of #9 TOP ARTIST for the month.


Ashley & Simpson’s third album, “Hello, Mrs. Sun,” will feature all original songs and is expected to be released in  2022. In addition to Ashley & Simpson, the partners operate an independent record label called Randomosity Records located in Downers Grove, IL. Joel and Jennifer were named Directors of the Two Way Street Coffee House in September 2020. The pair also enjoy volunteering at local folk festivals.