Jaelee Roberts Is the CEO of Super Lonesome Songs

I seriously love sad songs and it’s honestly so hard to keep this Mixtape short. Every time I think I’m done, I remember another song that deserves a spot. Some songs are perfect for those late-night lonely vibes, while others hit harder on a rainy day. I just think sad music has this special kind of beauty that happy songs can’t match. It’s dramatic, emotional, and somehow comforting at the same time.

Honestly, this Mixtape feels more like a mood diary than just a list of songs. Even now, I know I’ve left off some that should be here which means I’ll probably end up making a “Part 2.” At this point I might as well admit I’m the CEO of sad playlists. But hey – you can never really have too many sad songs, right? – Jaelee Roberts

“Desperado” – The Eagles

“Desperado” is a song that has grabbed me by my heart strings for my whole life. The melody alone just has that sad and lonesome feel that I love so much. A line in the lyrics that always jumps out at me is, “You better let somebody love you before it’s too late.” That grabs my heart in the best way.

“Marie” – Blue Moon Rising

The first time I heard this song it stopped me in my tracks. The way Keith Garrett sings it is absolutely the epitome of lonesome. The song is about a man struggling his entire life to make ends meet and finally he gets a glimpse of happiness through a woman he meets, Marie, and she and their unborn baby pass away. Townes Van Zandt’s lyrics paint a heartbreaking picture of poverty and loss.

“He Stopped Loving Her Today” – George Jones

George Jones is my all-time favorite and this is an obvious choice, but such an important one! This song has often been called “the saddest country song of all time” and I might just have to agree with that. A short explanation is that a man lost the love of his life and he was never able to get over her until he passed away – that’s when he finally stopped loving her. That is absolutely gut-wrenching, but I am obsessed with the song and love it so much.

“I’m So Lonesome I Could Cry” – Hank Williams

I am a huge Hank Williams fan and I have always listened to this song when feeling sad. The way his voice almost cries when he sings it just gets me in my heart and feelings every time I hear it. I am a bit of a country music history nerd and I study a lot about the lives of my heroes and learning about him and this song – the lyrics are so sad and hit even harder when you get into the story behind writing the song. He wrote it after he and his wife Audrey split up amongst his struggles with addiction… it’s heartbreaking.

“Are You Lonesome Tonight” – Elvis Presley

I have loved this song since I was a little girl. Elvis was my first love and I can remember this song being one of the first songs to ever make my heart feel sad. I was just a little kid and thinking, “Oh my goodness, is he okay?” The cry and emotion in his voice is so tragically beautiful and it’s a go-to sad song when I need to hear one. The lyrics are so sad. When you hear his voice say, “…And if you won’t come back to me, they can bring the curtain down…” it breaks my heart every time.

“Lonesome Town” – Ricky Nelson

The first time I heard this song I was hooked. The melody, the lyrics, his hauntingly sad voice made my heart hurt in the way you want it to hurt when listening to a sad song. I really love this song!

“Both Sides Now” – Joni Mitchell

This song is filled with the most beautiful imagery. It’s about viewing love one way and then having your heart broken and seeing love a different way – seeing it “from both sides now.” It’s such a perfectly crafted song and Joni’s voice is so sad and raw on this track.

“Let Me Be Lonely” – Jaelee Roberts

When I first heard this song I knew I had to record it. If you can’t tell, sad songs are my absolute favorite songs and this one hit me hard. I am so honored I got to sing this one. I love the way that it all came together with the way the fiddle sounds so sad and then accompanied by the crying steel guitar (my favorite sound in the world). I love the harmonies that the writers of this song, Kelsi Harrigill and Wyatt McCubbin added. It just completed the lonesome feeling. My favorite lyric in the song is the opening line: “Don’t come knockin’ on the door/ That smile’s not welcome here anymore.”

“Chasing Cars” – Snow Patrol

I actually first heard this song during a heartbreaking scene of one of my favorite TV shows and I remember feeling so sad. Every time I hear this song I feel like I’m in a sad music video. Lyrically, the song is just so great. I love the chorus when it comes in strong and says, “If I lay here, if I just lay here, would you lie with me and just forget the world?”

“Manhattan” – Sara Bareilles

I am a huge Sara Bareilles fan and this song has always had a hold on me. It’s one of the first songs that made me want to play piano. Her voice and the piano work together to make such a beautifully sad song. The song is about finding love, sharing their lives together in Manhattan, and letting that other person have that special place when the relationship ends. The way it’s written is just genius, really.

“Weekend In New England” – Barry Manilow

The melody of this song is what first caught my ear’s attention and then Barry starts singing and it’s just so beautiful. I have loved this song since I was just a young girl and have always listened to it when I feel sad. It’s just a classic sad song and you cannot go wrong with listening to it over and over.

“Heartbreaker” – Dolly Parton

I can still remember sitting in the backseat of our car in the driveway at home – small enough that I wasn’t allowed in the front seat yet. My mom would turn on WSM and we’d sit there together listening to the Grand Ole Opry until it was over. I’ll never forget one night when Little Jimmy Dickens had just finished his segment and the Opry signed off. The DJ came on playing music and that’s when it happened – Dolly Parton’s “Heartbreaker” came on. In that moment, my world stood still. I had never felt so heartbreakingly sad from a song, yet so completely happy at the same time. It was the first time music truly hit me that hard and it’s stayed with me ever since. “Heartbreaker, couldn’t you be just a little more kind to me?” So, so good.

“Misery and Gin” – Merle Haggard

This is another song that I have loved as long as I can remember. The music and melody starts off and then you hear Merle’s voice come in singing, “Memories and drinks don’t mix too well/ Jukebox records don’t play those wedding bells…” What a perfectly sad scenario! Merle Haggard is one of my favorites and could sing anything and make it sound sad, which I love so, so very much. This song is so lonely, but so beautiful and the lyrics are everything a sad lonesome song should be.

“Cry In The Rain” – Jaelee Roberts

This song is so beautifully written. Penned by two incredible songwriters – Billy Droze and Chris Myers – it tells a sad story about being heartbroken over someone, but refusing to let them see your tears. Instead, you hide your pain and only let yourself cry in the rain. I really love this image – it’s sad, strong, and poetic all at once. To me, that’s what makes the song so special. I feel truly honored to have had the chance to record it and tell the story in my own voice.

“Between an Old Memory and Me” – Keith Whitley

Keith Whitley had a way of singing that made you feel every single word, as if he lived inside the stories he told in his songs. In this song especially, when he sings the line, “I don’t want to talk about it, why can’t they just let me be?” you can literally hear the raw desperation and aching sadness in the cry of his voice. It’s lonesome, it’s haunting, and it’s heartbreak wrapped in melody. I love this song with my whole heart – it’s everything I admire about Keith Whitley’s music.


Photo Credit: Ava Renee Photography

Producer Randall Deaton Makes Impressive Return to Music World

Though Randall Deaton’s excellence as a producer and engineer has been well known for many years in the bluegrass world, he had taken a hiatus from music for nearly nine years before returning in 2024. His latest venture is both a conceptual and musical triumph. The new release, Silver Bullet Bluegrass (Lonesome Day Records), pays tribute to the great rocker Bob Seger with an all-star corps of bluegrass vocalists and instrumentalists performing his tunes reworked, bluegrass style. The lineup of performers includes Gary Nichols, Tim Shelton, Shonna Tucker, Bo Bice, Tim Stafford, Bill Taylor, Larry Cordle, and more.

The project’s origin dates back even further, as Deaton detailed during a recent extensive interview with BGS conducted via email.

“(I got the idea) probably sometime around 2009,” Deaton said. “We released records by the band Blue Moon Rising and Ralph Stanley II in 2008 and each of those records contained songs that were pulled from non-traditional bluegrass sources. Blue Moon Rising did a cover of Bruce Springsteen’s ‘Youngstown’ and Fred Eaglesmith’s ‘Freight Train,’ while Ralph II did Elton John’s ‘Georgia’ and Townes Van Zandt’s ‘Loretta.’ I brought all those songs to the artists and I was really pleased with the way they turned out. They ended up being very legitimate takes on the songs without having any of the ‘pickin’ on’ vibe. I think the first thoughts of a Seger bluegrass record came from the idea of wondering how ‘Hollywood Nights’ would sound in a bluegrass style.”

However, the project took longer to happen than anticipated. “The overall recording process took over 12 years, but that was because I took about an eight year break from music in the middle to pursue other things,” Deaton continued. “The original challenge was to track the songs without the final lead vocalist. Seger is such a great vocalist and can comfortably sing in keys that most other male singers can’t, so I had to consider which keys to track some of the songs in. Some songs I left in the original keys and just knew that those songs needed to stay right there. Other songs we dropped down a step or so in order to have more options when it came to finding the right singer. The actual studio work was pretty easy once we knew who was doing what.”

“A great deal of the tracking band was the same group of musicians that we used on a record by Jeff Parker entitled Go Parker!” Deaton continued. “Mike Bub, Stephen Mougin, Ned Luberecki, and Shawn Brock all had plenty of experience playing and recording traditional bluegrass, but they also had experience outside of that – including Mike playing with Steve Earle on The Mountain record and Stephen touring with Sam Bush. Ned is a very progressive banjo player and Shawn is simply one of the best musicians I know. Other musicians were added based on what I thought the track needed. We used several fiddle players on this record and each of them brought something special and unique.”

When asked about personal favorites from the session Deaton responded: “The first singer to agree to perform on the record was Josh Shilling of the band Mountain Heart. He did “Main Street.” He did such an awesome job on that song that he set a bar for the rest of the record. That song is definitely one of my favorites. I am also partial to that track, because Megan Lynch [Chowning] played my grandfather’s fiddle on that track. It was just an old catalog fiddle from the 1930s, but I was told that he used to sit on the front porch and play it.”

“He passed away before I was born, but somehow I ended up with the fiddle. I think it is really neat that the same fiddle is doing that signature melody on ‘Main Street.’ The last two vocals that we recorded for the record were the Carson Peters and Bill Taylor tracks. Producing those vocals and in Carson’s case the fiddle was the first time I had been in a studio in many years and I wasn’t sure how effective I would be after so much time away. I am very proud of how those tracks turned out because they made me feel like I could do this again in the future if the right situation came up.”

An interesting thing about Deaton is bluegrass wasn’t his initial musical love growing up. “When I was a kid, we listened to country music around the house,” he recalled in his bio. “I knew more about Exile than I did about The Police. I knew a little bit about bluegrass, but I didn’t really get into bluegrass until I started learning how to play guitar. All the people that I could play with around home were mostly playing bluegrass music. That’s how I really got introduced to it.”

From that early start as a guitarist, Deaton converted a church left him by his grandmother in 1999 to a studio and started focusing on engineering. That led to the creation of the Lonesome Day label, which took its name off a Springsteen tune. Their first project was by Eastern Kentucky bluegrass artist Sam Wilson. The label soon became celebrated in bluegrass circles for turning out both hits and classic albums by a host of greats. The list includes Jeff Parker, Lou Reid, Blue Moon Rising, Larry Cordle, Steve Gulley, Ralph Stanley II, Ernie Thacker, Darrell Webb, Richard Bennett, Shotgun Holler, Wildfire, Fred Eaglesmith, and more.

Deaton’s accomplishments aren’t limited solely to the music world. He’s overcome retinitis pigmentosa, a genetic condition that affects nerve cells in the retina that causes functional failure and an inability to transmit information from the eye to the brain. But that hasn’t prevented Deaton from continuing his brilliance in the studio, nor from expanding into other musical areas as a label owner and producer. In 2011, Lonesome Day would release Sweet Nothings by Girls Guns & Glory – now known as Ward Hayden & the Outliers – which was produced by Paul Kolderie and recorded in Boston.

Kolderie would later produce Tim Shelton’s album, Jackson Browne Revisited. In 2014, A second Girls Guns & Glory project titled Good Luck was produced by Eric “Roscoe” Ambel. Prior to taking his break from music, Deaton’s label would also issue three albums by bluegrass guitar master Richard Bennett. But, by 2015, Deaton was both a bit disillusioned by some things happening in the music business and ready to do something else.

“Something else” included converting his music studio into an AirBnb, investing in short-term rentals in Eastern Kentucky, and later buying resorts in two different areas in Michigan, as well as a restaurant. Deaton also did a bit of concert promotion in the meantime. Eventually, he’d return to making music, with the latest result being Silver Bullet Bluegrass.

When asked about his favorite projects over his career, Deaton offers these selections:

“I really like the work I did with the band Blue Moon Rising. Their first record, On The Rise, was very well received and made me feel like I could make records that would find their place in the bluegrass genre. The second record I did with them entitled, One Lonely Shadow, is the record that contained ‘Youngstown’ and to me that is still probably the single best record I have been a part of. The song selection, the performances, and the engineering work of Mike Latterell are all outstanding. I am also very proud of the Ralph Stanley II record entitled, This One Is II. Again, the performances and song selections were outstanding and Mike also tracked and mixed this record.”

“We did both of these records in the same timeframe so they are kind of linked for me,” he continued. “These are consistently the two records that people still bring up to me saying that one of them is their favorite. One of my very first things that I still think guided me was my work on the record entitled Time by Lou Reid & Carolina. This was a band record and most everything on the record was done by Lou’s current band. Lou brought the song ‘Time’ that ended up being the title track to the record and it was clear to me that the song needed more than just what the band could bring.”

“We ended up using some great outside musicians,” he continued, “Such as Ron Stewart, Randy Kohrs, and Harold Nixon to get a track that was more solid. We also ended up getting Vince Gill and Ricky Skaggs to sing on the track. The final track turned out great and it ended up being a #1 song on the Bluegrass Unlimited chart in 2005. The song was also a challenge, because I felt like I was pushing for greatness and the artist was taking into account other things besides the record – such as the feelings of the band (which also included his then wife) and how those considerations would always be there moving forward. I always thought that if you were going to make a record you should do everything that is possible to make it as good as it can be within the means that you have.”

Deaton hesitates to pick personal favorites in terms of artists he’s worked with, but acknowledges a few names. “That is a tough one, because I have worked with so many talented people. Since I am such a proponent for great records, I would have to say that the audio engineers that I have worked with are always very special to me. In the very beginning I worked a lot with a guy named Harold Nixon and Harold introduced me to Ron Stewart.”

“Harold and Ron were very big parts of a lot of the Lonesome Day work from the beginning through when I got out in 2015. I also did a lot of work with Mike Latterell starting in 2005. Mike is one of the best audio engineers that I know and we still keep in touch to this day. I also had the chance to work with Brandon Bell on a couple records. He is also an incredible engineer and just a great guy in the studio. Gary Nichols introduced me to Jimmy Nutt back around 2013 or so, and he has been awesome to work with on this Silver Bullet Bluegrass record. When I got back in the studio in 2023 with Carson Peters, Jimmy made me feel like it was just yesterday that we were in the studio together, not eight years ago. Jimmy and his wife Angie have also become great friends to me and my wife, Shelagh, so if there is music in my future Jimmy will definitely be involved.”

“One musician that I have known for years, but never have worked with is Shawn Camp,” is Deaton’s first response when asked about possible future collaborations. “I think he is so talented and such a nice guy that I would love to work with him sometime in the future. A lot of the singers on Silver Bullet Bluegrass I had worked with in the past. Carson Peters and Bill Taylor were great in the studio and I think they have immense talent and I would like to work with those guys sometime in the future.”

As for possibly adapting other musicians’ tunes to the bluegrass idiom, Deaton immediately cites one name. “I think it would be great to do a Bruce Springsteen record. I am a big Springsteen fan and even named my label after one of his songs. I’ve lost count of the number of [his] concerts I have been to, but it is well over 100 from 1999 to 2024.”

His first response to the final question, regarding what’s next for his label, is “I don’t know.”

“I have been really focused on finally getting Silver Bullet Bluegrass finished and released that I haven’t thought about anything else. The landscape of the music business has changed so much since I started that I am in the middle of a learning curve again. I know that I like making records and I know that I don’t need to make records in order to make money. Whatever I end up doing, if anything, I want it to be fun and I want to at least think that it may matter somehow.”


Photos courtesy of Lonesome Day Records.

MIXTAPE: Ashby Frank’s Songs For a Traveling Life

My new album Leaving Is Believing features songs that are related to my journey as an artist. I’ve spent 23 years on the road performing bluegrass, country and roots music, and I’m a huge history, food and geography nerd, so I’ve gained a unique perspective on both the culture in which I grew up and the cultures I’ve been fortunate enough to experience around the world throughout my travels. On this mixtape are some of my favorite songs that feel relevant to my life on the road, as well as some newer tunes that represent what’s moving me these days. — Ashby Frank

Blue Highway — “Message From the Wind”

Everyone has had that “urge to go” at one time or another, and I don’t know of another song that describes that feeling as well as this song does. It was perfectly written and sung by the great Shawn Lane, and I’d venture to guess that I’ve listened to it at least 10,000 times.

Rodney Crowell — “Earthbound”

The line “One man’s lust for life brings world renown, and the next guy can’t get two feet off the ground” always jumps out at me when I listen to this track. The same Rodney Crowell that wrote the classic “Song for the Life” that was recorded by bluegrass legends The Seldom Scene and Alison Krauss also wrote this song, and it’s one of my favorites. Lots of existential questions that we all have are masterfully referenced in “Earthbound,” but it also has such a catchy melody and production that the listener can choose to dive as deep into the lyrics as they want to. So perfect.

Mary Chapin Carpenter — “Down at the Twist and Shout”

Mary Chapin Carpenter is a songwriter’s songwriter. I’ve read that she wrote this song about a venue in Bethesda, Maryland, but the picture she paints with the words, melody, and backing musicians transports you so deep into Louisiana that you can almost smell the gumbo. It’s such a great song from such a great talent, and every time I hear it, I want to be in the scene she’s describing. What more could you ask for from a song?

Dale Ann Bradley — “Falling Down”

I wrote this song quite a few years back while I was stuck in an ice storm waiting for an accident to clear on I-40 coming back from a show at the old Pyramid in Memphis. The words came to me in less than 10 minutes, and I wrote the melody with a guitar as soon as I got back home. Everyone has doubts, insecurities, and anxiety, and I think for artists and creators, it’s amplified. This song is about those all too familiar feelings, which might be something you don’t hear a lot about in bluegrass music.

“Falling Down” was originally recorded by my buddy Will Southern when he was a student at Belmont, and the great Dale Ann Bradley came in to sing the harmony vocals. Luckily, she remembered the song and recorded it on her album The Things She Couldn’t Get Over some 15 years later and invited me to sing harmony and play mandolin on it. She did such a wonderful job and poured her heart into it.

Tim Wilson — “First Baptist Bar and Grill”

I grew up in rural west-central North Carolina and heard country comedians like Ray Stevens, Lewis Grizzard, Jerry Clower, Jeff Foxworthy, and Tim Wilson at my childhood home and at my grandparents’ home constantly. I think that the hokeyness that surrounds this sub-genre prevents a lot of people from realizing how brilliant and well-written a lot of the material is. These folks obviously greatly influenced my writing, and I’m really proud of that. This particular song is a masterpiece by the late great Tim Wilson.

Ashby Frank — “Arkansas Island”

This is one of three songs that I wrote on the new album, and all three of them come from a span of a few years in my life when I was living and working on cruise ships in the Caribbean. One day, I was stuck onboard in Cozumel because of a safety precaution known as “port manning” where the ship has to have a minimum number of employees onboard, and I wrote this song looking out my cabin window. The scene I witnessed looked very much like what you’d see at a marina or lakefront beach in rural America, and I thought that was amusing, so I wrote about it. The subtle Caribbean vibes that Scott Vestal added on the banjo and my Mountain Heart bandmate Josh Shilling added on organ really made this track fit the lyrics, and I couldn’t be more pleased with the end result.

The Wonderful Nobodies — “The Wire”

Lacy Green of The Wonderful Nobodies is one of my favorite singers and writers in Nashville. This song tells a different kind of story about performing and the highs and lows that go with it, creating tension and putting you on the edge of your seat.

Amanda Cook — “Point of No Return”

This is another song I wrote, and it’s about being a free spirit and going where you’ve never been before. There are many “normal life” sacrifices that are made when you pursue your dreams and try to make a living out of the art that you’re passionate about. But the rush that you get from a great performance where you connect with the audience, or from discovering a new town, venue, artist, song, or even a beautiful landscape is always something special and can be addicting. That’s what I wrote this song about, and Amanda, her band, and her producer Aaron Ramsey did a perfect job of presenting it.

Sean McConnell — “What the Hell Is Wrong with Me”

Sean McConnell’s 2021 album A Horrible Beautiful Dream is in my opinion one of the most masterfully written, produced, and performed collections of songs in recent American music. This song stands out to be included on this mixtape because it asks a lot of the questions that any sane professional musician would ask.

Sam Bush — “Same Ol’ River”

This song was masterfully written by the great Jeff Black, and to me the lyrics demonstrate the overwhelming feelings that free spirits often encounter when they think about the world around them and the myriad of possibilities in life and directions they could go. I first heard Sam sing this one at MerleFest when I was a teenager, and it’s still my favorite song that he performs.

Robbie Fulks — “Where There’s a Road”

Robbie Fulks has such a way with words, and this song is a road warrior’s anthem. So many of the lyrics to this one are relatable for any traveling musician, so it’s no surprise that there are also two great cover versions of this song by my friends Blue Moon Rising and the great Sam Bush.

Brandon Ratcliff — “Tale of Two Towns”

“Are you more brave for leaving or sticking around? It’s one dot on a map but a tale of two towns.” Whoa. Brandon Ratcliff is kind of new on the scene. He’s the son of roots music royalty (his mom is Suzanne Cox of the legendary Cox Family) and the writing on his new project has impressed me so much. This song really struck me and is very relatable to anyone that grew up in a small town.


Photo Credit: Melissa DuPuy