Hugh Prestwood Helped Raise Concern About Country’s Songwriters (RIP)

Songwriter Hugh Prestwood lived an accomplished and fulfilling life as a professional songwriter, penning big hits for some of the biggest artists in country music, and being recognized by his peers and some of the premier songwriting institutions. He was also an original performer who released multiple albums himself. Then when his life hit the skids like it’s done for so many of country’s legacy songwriters and Prestwood faced an uncertain future, the music community stepped up in a heartening way.
Hugh Prestwood died of a stroke on September 22nd at the age of 82. But it’s not before the country music community rose up to make sure he wouldn’t be forgotten, or left behind in his time of need.
Hugh Loring Prestwood was originally from El Paso, TX where he started playing guitar at the age of 12. He taught school for a number of years after graduating from the University of Texas, and also played at nights in cover bands. When Hugh decided to pursue his songwriting dream full-time, instead of moving to Nashville, he pointed his nose towards New York where he knew a friend on Broadway who thought they could help him get started in the business.
In 1978, Judy Collins heard Prestwood’s song “Hard Time For Lovers” and fell in love with it. She made it the title track of her 1979 album, and recorded a second song from Prestwood for the album called “Dorothy” that Jackie DeShannon had recorded a couple of years before. This was the spark that Prestwood needed to launch a songwriting career, and soon he was deep in business. Even though being based in New York meant he was at a competitive disadvantage to his Nashville-based peers, Prestwood utilized his location to give his songwriting an air of mystery.
Prestwood first found major success in country music through Crystal Gayle’s #1 song “The Sound of Goodbye” in 1983 that also earned a Grammy nomination. Michael Johnson had another #1 hit from Hugh’s pen with “The Moon Is Still Over Her Shoulder.” Prestwood was not known as a voluminous writer, sometimes taking weeks, months, or years to complete a song. But Hugh Prestwood songs had a special magic that led to their regular success.
Prestwood arguably hit his peak around 1990 when a host of popular artists found success with his songs. Shenandoah had a hit with “Ghost in This House,” which Alison Krauss also recorded later on. Highway 101 had a hit with “Bing Bang Boom.” When Randy Travis recorded Hugh’s “Hard Rock Bottom of Your Heart,” the song stayed at #1 for four weeks—an unprecedented run in country that hadn’t been accomplished in 12 years at that time.
Tanya Tucker, Don Williams, The Judds, Jerry Douglas, and more also recorded Hugh Prestwood songs over the years, while he also spent some 20 years teaching songwriting classes and workshops at the New School in Manhattan while living in Long Island.
In 2006, Hugh Prestwood’s body of work was considered worthy enough for him to be inducted into the Nashville Songwriters Hall of Fame with Jimmy Buffett. Jimmy Buffett was another artist who recorded Hugh Prestwood songs. In 2020, English recording artist Rumer released and album paying tribute to the songwriter called Nashville Tears – The Songs of Hugh Prestwood.
However, by 2022, Hugh Prestwood was facing tough times. As his royalties from songwriting credits dried up, and the talent pool of professional country songwriters faced major retraction down to a select few names, Prestwood was forced to sell his house on Long Island, and eventually his song catalog to stay ahead of bills. Then left to renting, he was being removed by his landlord to make his home a short-term rental. While planning to move to Texas for more affordable housing, he broke his back and became disabled.
But the story of Hugh Prestwood took a heartwarming turn. After a Go Fund Me was launched and his story went viral, the country music community stepped up to help Prestwood out. With an initial goal of $25,000, eventually over $120,000 was raised to help out Prestwood and his wife—photographer Judy Ahrens—find secure housing. Names who donated to the cause included current hit songwriters Josh Osborne and Luke Laird, producer and songwriter Buddy Cannon, songwriter Josh Kear, singer John Conlee, and producer Garth Fundis.
Not only did this help Prestwood out financially, it also helped prove to Prestwood that he’d not been forgotten. Prestwood’s story also helped raise awareness about the plight facing so many of country music’s former songwriters who were sidelined beginning in the 2000’s and exacerbated in the Bro-Country era when the population of songwriting contributors dropped by 90% from their highs in some estimates.
Hugh Prestwood is survived by his wife Judy Ahrens, son Bryan Prestwood, and daughter Jennifer Bustillos.
September 28, 2024 @ 8:30 am
The four week Randy run was precedented. ‘Rare’ would be better.
September 28, 2024 @ 8:33 am
Thanks for your contribution to this remembrance.
September 28, 2024 @ 8:37 am
One of his best songs was “The Song Remembers When” by Trisha Yearwood. A personal favorite for many reasons.
September 28, 2024 @ 11:18 am
Same here.
RIP Hugh… 🙁
September 29, 2024 @ 4:58 pm
Yeah, thought his name was familiar.
RIP fella.
September 28, 2024 @ 9:19 am
I love when people reach out & help others.
September 28, 2024 @ 12:00 pm
I’d think that with all those hit songs that Hugh Prestwood wrote, the royalties should be enough to have kept him living comfortably for life.
There’s a funny–and illuminating–clip on Y-T from one of those Ralph Emery reunion shows in the ’80s or ’90s, with a bunch of greats, including Willie, Kristofferson, and Mel Tillis. Tillis tells a story of when he was just starting out in 1959 he was over at the publishing company of Webb Pierce, who was still a big star. Pierce came in wearing the fanciest, prettiest cowoby boots that Mel had ever seen and Mel told Webb that he’d like to have a pair like those. Mel says that Webb took the boots right off his feet and handed them to Mel–and said they’re yours–in exchange for half the writer’s credit on “I Ain’t Never,” which Mel had just written.
The punch line–which is worth getting through Mel’s stutter to hear–is that them boots wound up costing him over $800,000.
Prestwood seems to have had several songs that attained a similar level to “I Ain’t Never.”
Maybe he traded them for garish cothing–or made some very poor investments .
September 28, 2024 @ 2:05 pm
RIP Hugh, I am saddened to hear of your passing. May you Rest in Peace, my condolences to Judy and your children.
September 29, 2024 @ 2:07 am
I am not really sure this is a happy ending. Yes, he was remembered. But if had to sell the rights to his songs, what did he leave his wife?
September 29, 2024 @ 12:16 pm
Rest in peace, Hugh. Thank you for your beautiful music.
Hugh Prestwood Playlists
https://music.apple.com/us/playlist/hugh-prestwood-songwriter/pl.u-MDAWyygIWeGlkv
https://open.spotify.com/playlist/2fYyESUmAdK5q5r5Plh4yX?si=d4fUeR0ORJO8DblZCwHN5w&pi=u-VItNPXUkSQSY
September 29, 2024 @ 5:55 pm
I had the honor of performing with Mr. Prestwood in a songwriter showcase. He was generous, soft-spoken and utterly brilliant.
Those wanting a deeper dive than the hits, check out That’sThat, The Moon Is Still Over Her Shoulder, and Bristlecone Pine by Michael Johnson, The Suit by James Taylor, Love Let Me Go by Trisha Yearwood and Oklahoma Stray by Rumer.
He was absolutely top-tier.
September 30, 2024 @ 7:24 am
RIP “…even if the whole world has forgotten
The song remembers when”
September 30, 2024 @ 3:09 pm
Whenever I hear his name always think of the Randy Travis mini interview they play every now and again between songs. This is on prime country. He has nothing but honor and respect. He basically says that Hugh was a music teacher and would send him full albums of songs for him to cut. He would write, produce, play every instrument, and sing on them. He wrote some monsters. If you wanted a deeper song then he definitely was the go to guy.
October 2, 2024 @ 3:03 pm
Also Latter Day Cowboy, recorded by Collin Raye.
October 5, 2024 @ 1:09 pm
Like some other commenters, my favorite Hugh Prestwood song is “The Song Remembers When,” recorded by Trisha Yearwood. Interestingly, I watched a YouTube clip recently where Hugh talks about how the song was originally recorded by Kathy Mattea but who — or whose record label — ultimately decided not to include the song on her album. Hugh says he was devastated by this and fell into a depression, including because he’d thought “The Song Remembers When” was one of the best he’d ever written. But I guess the song was ultimately meant to be recorded by Trisha.