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Hailey Whitters
View on WikipediaKey Information
Hailey Faith Whitters (born September 9, 1989) is an American country music singer originally from Shueyville, Iowa. She attended Prairie High School in Cedar Rapids. [1][2]
Songwriting and music career
[edit]Whitters has written songs for Little Big Town and Alan Jackson, and has written with Lori McKenna. Whitters has toured with Little Big Town, opened for Luke Combs on his 2024 Growin' Up and Gettin' Old tour and also Maren Morris on her 2019 Girl: The World Tour.[3] Whitters released her debut full-length album in 2015 titled Black Sheep.[4][5][6][7] Whitters co-wrote Little Big Town's song "Happy People", from their 2017 album The Breaker.[8] On September 13, 2019, Whitters released an extended play titled "The Days", which serves as the first half of her upcoming album, "The Dream".[9] On January 24, 2020, Whitters released a single called "Janice at the Hotel Bar", written with her frequent collaborator Lori McKenna.[10] In June 2020, Whitters signed with Big Loud Records’ imprint Songs & Daughters.[11]
Whitters' third album, Living The Dream, was released on January 21, 2021. It is a reissue of The Dream with five new songs, duets with Brent Cobb, Jordan Davis, Trisha Yearwood, Little Big Town and Lori McKenna & Hillary Lindsey. Whitters' fourth album, Raised, was released on March 18, 2022 and became her first album to reach the Billboard charts, debuting at #18 on the Heatseekers Albums chart and staying on the chart for 6 weeks, later hitting a peak of #9. Raised was preceded by the release of songs "Everything She Ain't" and "The Neon".[12] The former would go on to be released to country radio in June 2022. To support the album, Whitters embarked on The Heartland Tour as well as supported Jon Pardi's Ain't Always The Cowboy Tour during the summer of 2022.
Whitters announced her fifth album, Corn Queen, on April 4, 2025. It was released on June 6, 2025 and was preceded by the promotional singles "Casseroles", "Prodigal Daughter" (with Molly Tuttle), "High on the Hog", and "High on a Heartbreak".[13]
Discography
[edit]Studio albums
[edit]| Title | Album details | Peak chart positions | Sales | |
|---|---|---|---|---|
| US Heat. |
US Current | |||
| Black Sheep |
|
— | — | |
| The Dream |
|
— | — |
|
| Raised |
|
9 | 90 | |
| Corn Queen |
|
— | — | |
Extended plays
[edit]| Title | Album details |
|---|---|
| I'm in Love |
|
Singles
[edit]| Title | Year | Peak chart positions | Certifications | Album | ||||
|---|---|---|---|---|---|---|---|---|
| US [15] |
US Country Songs [16] |
US Country Airplay [17] |
CAN [18] |
CAN Country [19] | ||||
| "Everything She Ain't" | 2022 | 94 | 24 | 17 | 73 | 2 | Raised | |
| "I'm in Love"[21] | 2023 | — | — | 47 | — | — | I'm in Love | |
As a featured artist
[edit]| Title | Year | Peak chart positions | Album | |
|---|---|---|---|---|
| US Country Airplay [22] |
CAN Country [23] | |||
| "Roulette on the Heart" (Conner Smith with Hailey Whitters)[24] |
2024 | 58 | — | Smoky Mountains |
| "Drinkin' Buddies" (Lee Brice with Nate Smith and Hailey Whitters)[25] |
26 | 59 | TBD | |
Awards and nominations
[edit]| Year | Organization | Award | Nominee/Work | Result |
|---|---|---|---|---|
| 2021 | CMT Music Awards | Breakthrough Video of the Year | "Fillin' My Cup" | Nominated |
| 2022 | Grammy Awards | Song of the Year | "A Beautiful Noise" | Nominated |
| 2023 | Academy of Country Music Awards | New Female Artist of the Year | Hailey Whitters | Won |
| Country Music Association Awards | New Artist of the Year | Hailey Whitters | Nominated |
In popular culture
[edit]On September 5th, 2025 the local business Big Grove Brewery released a beer called Corn Queen in recognition of Whitters' fourth album and her connection to the greater Iowa City area.[26] "Working with Big Grove on Corn Queen has been such a fun experience. This beer celebrates my roots, and the joy of sharing good music with good people. We’ve created something that truly represents Iowa – a beer that fans can enjoy while celebrating the music and the heart of the Midwest,” said Whitters.[27]
References
[edit]- ^ Trainor, Genevieve (20 November 2015). "Album Review: Hailey Whitters' 'Black Sheep'". Little Village Magazine. Retrieved 27 March 2017.
- ^ "Daily Discovery: Hailey Whitters, "Breaking My Own Heart"". American Songwriter. 25 September 2013. Retrieved 19 June 2020.
- ^ "Emerging Country: After Writing For Little Big Town & Alan Jackson, Hailey Whitters Shares Her Music". Billboard. Retrieved 2020-02-18.
- ^ Walton, Charles. "Release of 'Black Sheep' makes Hailey Whitters an artist to be reckoned with". AXS TV. Retrieved 27 March 2017.
- ^ "EXCLUSIVE: Listen To Hailey Whitters' Electrifying Country Debut". Elmore Magazine. 29 September 2015. Retrieved 27 March 2017.
- ^ Schwind, Gary. "Hailey Whitters is a country singer to watch". AXS TV. Retrieved 27 March 2017.
- ^ Williams-Chalmers, Jeremy. "Review: Hailey Whitters - Black Sheep". The Yorkshire Times. Retrieved 27 March 2017.
- ^ Blumberg, Perri (3 February 2017). "Hear Little Big Town's Optimistic New Song 'Happy People'". Rolling Stone. Archived from the original on 28 March 2017. Retrieved 27 March 2017.
- ^ Freeman, Jon (2019-09-04). "Hailey Whitters Details New Release 'The Days'". Rolling Stone. Retrieved 2020-02-19.
- ^ Gazibara, Steve (24 January 2020). "Hailey Whitters Puts On Another Clinic In Songwriting With "Janice At The Hotel Bar"". Whiskey Riff. Retrieved 2020-02-19.
- ^ "Songs & Daughters Signs Hailey Whitters To Record Deal". All Access.
- ^ "Hailey Whitters Plays the 'Cow Pie High' Homecoming Queen in 'Everything She Ain't' Video". Rolling Stone. 14 January 2022.
- ^ "Hailey Whitters Announces New Album Corn Queen: Hear "High On A Heartbreak"". Stereogum. 4 April 2025.
- ^ Bjorke, Matt (March 10, 2020). "Top 10 Country Albums Pure Sales Chart: March 9, 2020". RoughStock. Archived from the original on March 19, 2020. Retrieved March 22, 2020.
- ^ @billboardcharts (May 22, 2023). "@haileywhitters' "Everything She Ain't" debuts at No. 94 on this week's #Hot100" (Tweet). Retrieved May 23, 2023 – via Twitter.
- ^ "Billboard Country Update" (PDF). Billboard. Retrieved June 21, 2023.
- ^ Peaks on the Country Airplay chart:
- "Everything She Ain't": "Billboard Country Update" (PDF). Billboard. June 16, 2023. p. 5. Archived from the original (PDF) on June 16, 2023. Retrieved June 16, 2023.
- "I'm in Love": "Billboard Country Update" (PDF). Billboard. March 22, 2024. Retrieved March 23, 2024.
- ^ "Billboard Canadian Hot 100: Week of August 26, 2023". Billboard. Retrieved August 22, 2023.
- ^ "Canada Country: Week of August 26, 2023". Billboard. Retrieved August 22, 2023.
- ^ "American certifications – Hailey Whitters". Recording Industry Association of America. Retrieved August 15, 2023.
- ^ "Add Dates" (PDF). Country Aircheck Weekly: 22. 2023-10-02. Retrieved 2024-09-01.
- ^ Peaks of songs as a featured artist on the Country Airplay chart:
- "Roulette on the Heart": "Billboard Country Update" (PDF). Billboard. June 7, 2024. Retrieved June 8, 2024.
- "Drinkin' Buddies": "Billboard Country Update" (PDF). Billboard. May 3, 2024. Retrieved May 4, 2024.
- ^ "Canada Country: Week of May 18, 2024". Billboard. Retrieved May 14, 2024.
- ^ "Country Aircheck Weekly April 1, 2024, Issue 903" (PDF). Country Aircheck. April 1, 2024. Retrieved April 2, 2024.
- ^ "Excited to announce "Drinkin' Buddies"... - Lee Brice on X". Twitter. April 9, 2024. Retrieved April 10, 2024.
- ^ "Corn Queen". Big Grove Brewery. Retrieved 2025-09-06.
- ^ "Introducing "Corn Queen": Hailey Whitters & Big Grove Collaborate, Toasting Iowa Roots with New Limited-Edition Beer". www.rcreader.com. 2025-09-05. Retrieved 2025-09-06.
Hailey Whitters
View on GrokipediaEarly life and background
Childhood and education
Hailey Faith Whitters was born on September 9, 1989, in Shueyville, Iowa, a small rural community in Johnson County.[1] Raised in a tight-knit, Irish Catholic family as the oldest of six children, Whitters grew up on a family corn farm surrounded by agricultural life in the Iowa countryside.[6] Her parents, each one of nine siblings themselves, instilled values rooted in hard work and community, with one grandfather having been a farmer who influenced the family's connection to the land.[7] This small-town environment, where the population hovered around 250 during her childhood in the 1990s, provided a backdrop of cornfields and simplicity that later informed her songwriting themes.[8] Whitters attended Prairie High School in nearby Cedar Rapids, Iowa, graduating in 2007.[9] During her high school years, she developed an early interest in music, inspired by a field trip to Nashville where she watched a performance at the Grand Ole Opry, sparking her determination to pursue a career in country music.[10] At age 15, she even stood backstage at the Opry and boldly told country legend Little Jimmy Dickens that she would one day perform there herself.[11] Following graduation at age 17, Whitters moved to Nashville, Tennessee, and enrolled at Belmont University to study music business, graduating in 2011.[12][8] This transition marked the beginning of her immersion in the country music industry.[13]Initial musical influences
Hailey Whitters' musical influences are deeply rooted in classic country artists known for their storytelling and authenticity, including Alan Jackson, Dolly Parton, and Loretta Lynn. Growing up listening to Jackson's heartfelt narratives about everyday Southern life, Whitters drew inspiration from his ability to capture simple, relatable moments with emotional depth. Similarly, Parton's witty and resilient songwriting, particularly her blend of humor and vulnerability in songs about personal triumphs, shaped Whitters' appreciation for strong female voices in the genre. Lynn's unapologetic honesty and portrayal of working-class struggles further influenced Whitters, emphasizing raw authenticity over polished perfection in country music.[14][15][16] The rural culture of her Iowa upbringing profoundly impacted Whitters' songwriting, infusing her work with themes of small-town life and Midwestern resilience. Raised in the agricultural community of Shueyville, where her father farmed corn and beans, she absorbed the rhythms of farm life and community bonds that later informed her grounded perspectives on perseverance and home. This environment fostered a connection to traditional country sounds, evoking the vast landscapes and quiet determination of the heartland, which became central to her artistic voice.[17][18] Whitters' early listening habits centered on '90s country radio staples like Trisha Yearwood, the Chicks, and Tim McGraw, which exposed her to a mix of traditional twang and emerging pop-country elements during her formative years. A pivotal moment came at age 16, when her mother drove her from Iowa to Nashville for voice lessons; there, Whitters fell in love with the city's rich musical history, motivating her eventual move to pursue a career in the industry. These experiences, combined with records from her grandmother featuring artists like Keith Whitley and Johnny Cash, solidified her passion for narrative-driven country.[14][6][16] Through these influences, Whitters developed a distinctive style that blends traditional country's storytelling and acoustic roots with modern production touches, creating songs that honor the genre's heritage while appealing to contemporary audiences. This fusion reflects her omnivorous musical tastes, incorporating subtle nods to jazz and progressive elements without losing the core authenticity of her Iowa-bred sensibility.[15][18]Career beginnings
Early releases and songwriting entry
Hailey Whitters released her debut album, Black Sheep, on October 2, 2015, through the independent label Carnival Music. The ten-track project, produced by Derek Wells, showcased her songwriting and vocal style rooted in country traditions, with standout songs like the title track "Black Sheep" delivering headstrong, sarcastic lyrics about standing out from the crowd. Other highlights included "The Days," which captured reflective storytelling, and "Dream," an anthemic piece on perseverance. The album received positive critical reception for its authentic, unpolished sound, earning praise from outlets like MusicRow and Little Village Magazine for Whitters' confident delivery and relatable themes.[19][20][21] As an independent artist prior to major label involvement, Whitters faced significant challenges, including financial struggles and the need to balance multiple jobs while performing in Nashville's local venues. She often played street corners, smoke-filled bars, and small gigs to build her audience, dealing with repeated rejections in a competitive industry. These experiences underscored the difficulties of self-promoting and sustaining a career without substantial backing, as she navigated the "ten-year town" of Nashville on her own terms.[2][22][23] Whitters' rural Iowa roots influenced the heartfelt, small-town narratives in her early material, reflecting her upbringing in Shueyville. By the mid-2010s, she began shifting focus toward professional songwriting, creating demos and pitching ideas in Nashville's music scene. Having signed a publishing deal with Carnival Music in 2012, she gained initial opportunities as a staff songwriter around 2015–2017, honing her craft through daily writing sessions and industry networking without immediate commercial breakthroughs. This period marked her transition from aspiring performer to established tunesmith, emphasizing collaboration and persistence in demo work.[20][6][24]Signing with labels and first major opportunities
In early 2019, Hailey Whitters gained significant visibility by joining Maren Morris as an opening act on the second leg of her Girl: The World Tour, performing across multiple U.S. cities from September onward. This high-profile slot, alongside artist Kassi Ashton, marked one of Whitters' earliest major touring opportunities and helped build momentum for her career just prior to her label partnership. During the tour, she released the EP The Days on September 13, 2019, via Pigasus Records, which served as the first half of her upcoming project.[25][26][27] Building on this exposure, Whitters independently released her album The Dream on February 28, 2020, via her own Pigasus Records, which served as a self-financed showcase of her songwriting and artistry ahead of industry commitments. The project, produced by Jake Gear and Whitters herself, featured tracks that highlighted her raw, narrative-driven style and positioned her for broader recognition.[28][27] On June 11, 2020, Whitters announced a strategic partnership between her Pigasus Records and Big Loud Records' female-focused Songs & Daughters imprint, effectively signing a deal that allowed her to retain creative control while gaining marketing and promotional support from the established label. This arrangement, spearheaded by Songs & Daughters founder Nicolle Galyon, was praised for empowering women in country music and launched Pigasus as a dedicated outlet for Whitters' work.[29][30] Following the signing, Whitters secured notable songwriting opportunities, including co-writing "A Beautiful Noise" with Alicia Keys, Brandi Carlile, Brandy Clark, Linda Perry, Lori McKenna, and Ruby Amanfu; the track appeared on Keys' album Alicia, released on September 18, 2020, and earned a Grammy nomination for Song of the Year in 2022. She also expanded her touring profile in 2021 by supporting Midland on their The Last Resort Tour across fall dates and opening for Luke Combs and Jon Pardi on select shows, further elevating her presence in the country music scene.[31][32][33]Songwriting contributions
Collaborations with established artists
Hailey Whitters began her notable songwriting partnership with acclaimed artist and producer Lori McKenna around 2017, when Whitters traveled to Boston for their first collaborative session. This relationship evolved into a mentorship, with McKenna guiding Whitters in refining her narrative-driven approach to country songwriting, drawing from McKenna's extensive experience with hits for artists like Tim McGraw. Their joint efforts emphasized emotional depth and personal storytelling, fostering Whitters' growth within the industry.[34][35] In Nashville's vibrant songwriting community, Whitters immersed herself in regular co-writing sessions at publishing houses, typically held Monday through Friday, where she collaborated with both established and emerging writers. These sessions, often facilitated by publishers, allowed her to build connections and experiment with diverse styles, adapting to virtual formats during the pandemic to maintain momentum. While specific joint retreats were part of the broader Nashville ecosystem, Whitters' routine involvement in these circles strengthened her professional ties and honed her collaborative skills.[34][36] Additionally, Whitters expanded her network through participation in BMI and ASCAP events, such as performances at the ASCAP Sundance Music Cafe in 2021 and receiving the 2020 ASCAP Foundation Harold Adamson Lyric Award, which facilitated ongoing connections with industry peers and led to further collaborative opportunities.[37][38]Notable songs co-written for others
Whitters gained significant recognition as a songwriter with her co-write of "Happy People" alongside Lori McKenna for Little Big Town's eighth studio album, The Breaker, released in 2017. The track features upbeat instrumentation and lyrics promoting kindness and human connection amid daily stresses, serving as a single that peaked at No. 46 on the Billboard Country Airplay chart. Critics praised its positive message and the group's harmonious delivery, with a standout live performance at the 2017 Academy of Country Music Awards highlighting its emotional resonance.[39][40][41] Her contributions to Alan Jackson's catalog include "The Older I Get," co-written with Adam Wright and Sarah Allison Turner for his 2017 self-titled album. This reflective ballad explores themes of aging, life's fleeting nature, and appreciating simple moments, aligning with traditional country storytelling through its acoustic fiddle elements and introspective narrative. Released as a single, it garnered acclaim for its poignant lyrics and Jackson's sincere vocal performance.[42][41] Whitters also wrote "Low All Afternoon" entirely on her own for Martina McBride's 2016 album Reckless, a tender piece depicting emotional support for a loved one facing relational turmoil. She further co-wrote "The Real Thing" with Adam Wright, Sophie Walker, and Ivy Walker for the same project, an uplifting song advocating for genuine experiences over artificial ones in love and life. Both tracks exemplify her skill in crafting intimate, character-driven stories rooted in everyday authenticity, though neither was released as a single.[32][43] Among cuts for emerging artists, Whitters co-wrote "High Horse" for Kimberly Dunn in 2021, a lively track that built on Dunn's prior Top 10 hit "Trashy Side" and helped define her bold, energetic style. She also collaborated with Marla Cannon on "Same Devil" for Brandy Clark's 2020 album Your Life Is a Record, a haunting duet with Brandi Carlile that probes personal flaws and redemption, composed remotely during the COVID-19 pandemic; the album earned Clark a Grammy nomination for Best Country Album.[41] In a departure from pure country, Whitters co-wrote the 2019 anthem "A Beautiful Noise" with Alicia Keys, Brandi Carlile, and additional contributors for Keys' album Alicia, featuring Carlile on vocals to inspire voter turnout ahead of the 2020 U.S. election. The empowering, gospel-infused song received a 2022 Grammy nomination for Song of the Year, underscoring its broad cultural impact.[44][41] These collaborations illustrate the evolution of Whitters' writing style, transitioning from introspective, heartfelt ballads like "The Older I Get" and "Same Devil" that emphasize emotional depth and traditional narratives, to more dynamic uptempo pieces such as "Happy People" and "A Beautiful Noise," which incorporate motivational themes and broader appeal while retaining her narrative precision.[41]Solo recording career
Debut albums and breakthrough singles
Hailey Whitters reissued her 2020 album The Dream as the deluxe edition The Dream: Living The Dream on February 26, 2021, via Pigasus Records, adding five new tracks that expanded on the original's themes of ambition and Nashville struggles.[45] These additions included duet versions featuring collaborations with artists such as Little Big Town on "Fillin' My Cup," Trisha Yearwood on "How Far Can It Go?," and Jordan Davis on "The Ride," which highlighted Whitters' growing network in country music.[46] The reissue marked a transitional moment in her career, blending her independent roots with major-label support from Big Loud Records, and received praise for its polished production and heartfelt songwriting.[47] Whitters followed this with her third studio album, Raised, released on March 18, 2022, through Pigasus Records in partnership with Songs & Daughters and Big Loud Records.[48] The 17-track project drew from her Iowa upbringing, exploring themes of rural life, family, and resilience, with standout songs like the title track "Raised," which opens with a Latin phrase meaning "to the stars through the wings of pigs" to symbolize perseverance, and "Everything She Ain't," a bold anthem of self-acceptance.[49] Other highlights included "Big Family," evoking communal gatherings, and "Middle of America" featuring American Aquarium, which captured Midwestern heartland vibes.[50] Raised debuted at No. 18 on Billboard's Heatseekers Albums chart in April 2022, signifying her first significant chart entry as a solo artist.[51] The album's lead single, "Everything She Ain't," released in early 2022, became Whitters' breakthrough, peaking at No. 17 on the Billboard Country Airplay chart after 62 weeks and earning platinum certification.[36] The song's lyrics empower listeners by contrasting superficial ideals with authentic, "girl-next-door" qualities, tying into broader themes of female empowerment in country music.[52] Its official music video, directed by Wes Edwards and premiered on January 13, 2022, depicted Whitters in everyday rural settings, reinforcing the track's relatable narrative through visuals of small-town life and personal confidence.[53] These releases garnered positive media attention in 2021 and 2022, with Living The Dream noted for elevating Whitters' profile through high-profile features, while Raised was hailed by Rolling Stone as the top country album of 2022 for its raw storytelling and Whitters' songwriting prowess, honed from earlier collaborations with artists like Little Big Town.[54] Initial chart performance reflected steady radio play and streaming growth, positioning her as an emerging force in mainstream country by year's end.[55]Major albums and recent releases
In 2023, Hailey Whitters released her EP I'm in Love on July 28 via Pigasus Records, Songs & Daughters, and Big Loud Records, marking a vibrant exploration of '90s country influences amid themes of relationships, heartbreak, and newfound romance.[56] The six-track project featured the bubbly title track "I'm in Love" as its lead single, accompanied by a promotional music video that highlighted Whitters' playful energy and visual storytelling, drawing from her Midwestern roots.[57] Critics praised the EP for its bright instrumentation and evocative depictions of love's simplicities, likening it to a "linked-arms walk through wildflower patches" that captured the warmth of small-town life.[58] This release built on the momentum from her breakthrough single "Everything She Ain’t," further solidifying her solo presence in country music. Transitioning into 2025, Whitters announced her fourth studio album, Corn Queen, on April 4, with the project released on June 6 through Pigasus Records, Big Loud Records, and Songs & Daughters, emphasizing her Iowa heritage through a 16-track reflection on Midwestern roots, small-town joys, and struggles.[59] The album was promoted with singles like "Casseroles," a poignant January 17 release addressing grief and community support in the wake of loss, and "High on a Heartbreak," which accompanied the announcement with a visually striking video evoking melancholic romance.[60] Themes of rural resilience and personal introspection permeate the record, with clever wordplay and storytelling that blend classic country sounds with modern attitude.[61] Collaborations enriched Corn Queen, including a duet with bluegrass artist Molly Tuttle on "Prodigal Daughter," which infused the track with fiddle-driven energy and themes of returning home.[62] The album received strong critical acclaim for its emotional depth and captivating performances, described as "whip smart" and "intoxicating," balancing heartland narratives with Whitters' confident evolution.[63] While specific chart peaks were not immediately dominant, the project amplified her visibility, culminating in media milestones such as gracing the cover of MusicRow's 2024 Artist Roster Issue, which highlighted her rising industry impact.[64]Discography
Studio albums
Hailey Whitters released her debut studio album, Black Sheep, on October 2, 2015, through the independent label Carnival Recording Company.[19] The album consists of 10 tracks, including "Long Come to Jesus," "City Girl," "Late Bloomer," "Black Sheep," and "Low All Afternoon," all co-written by Whitters. Her second studio album, The Dream, arrived on February 28, 2020, via Pigasus Records in partnership with Big Loud Records and Songs & Daughters.[65] It features 12 tracks, such as "Ten Year Town," "The Days," "Red Wine & Blue," and "Dream, Girl."[66] A deluxe reissue titled The Dream: Living The Dream was released on February 26, 2021, adding five new collaborative tracks: "Fillin' My Cup" featuring Little Big Town, "How Far Can It Go?" featuring Trisha Yearwood, "Glad to Be Here" featuring Brent Cobb, "How to Talk to Jesus" featuring Jordan Davis, and "The Marble Song" featuring Lori McKenna and Hillary Lindsey.[45][67] Raised, Whitters' third studio album, was released on March 18, 2022, through Big Loud Records.[48] The 17-track project includes standout tracks like "Everything She Ain't," "Raised," "Big Family," and "The Neon."[50] It marked her first entry on the Billboard charts, peaking at No. 9 on the Heatseekers Albums chart.[55] Whitters' fourth studio album, Corn Queen, came out on June 6, 2025, again via Pigasus Records, Big Loud Records, and Songs & Daughters.[59] Produced by her husband and longtime collaborator Jake Gear, the album contains 16 tracks, including "High On The Hog," "Prodigal Daughter" featuring Molly Tuttle, "Shotgun Wedding Baby," "Helluva Heart," and "It'll Do."[68][69]Extended plays
Hailey Whitters has released two extended plays in her career, both serving as key milestones in her solo recording journey by highlighting her songwriting prowess and country roots before expanding into full-length albums. Her debut EP, The Days, was released on September 13, 2019, through Pigasus / Songs & Daughters / Big Loud Records.[27] This project acted as the first installment of her broader The Dream concept, featuring six tracks that captured her experiences in Nashville over a decade. Initial promotional singles included "Ten Year Town," released in January 2019, and "The Days," which dropped in March 2019, both building anticipation for the EP.[26] The tracklist is as follows:| No. | Title | Writer(s) | Length |
|---|---|---|---|
| 1 | Ten Year Town | Whitters, Nicolle Galyon, Eric Paslay | 3:18 |
| 2 | The Days | Whitters, Hillary Lindsey, Ashley Gorley | 3:02 |
| 3 | Red Wine & Blue | Whitters, Nathan Spicer | 3:12 |
| 4 | Dream, Girl | Whitters, Jessie Jo Dillon, Miranda Lambert | 3:27 |
| 5 | Loose Strings | Whitters, Luke Laird | 3:20 |
| 6 | Heartland | Whitters, Lori McKenna | 3:55 |
| No. | Title | Writer(s) | Length |
|---|---|---|---|
| 1 | Tie'r Down | Whitters, Rodney Clawson, Chris La Corte | 3:05 |
| 2 | Countryside Chick | Whitters, Matt Roy, Brett Tyler | 3:05 |
| 3 | I'm in Love | Cameron Bedell, Nicolle Galyon, David Garcia | 2:26 |
| 4 | Mellencamp | Whitters, Jessie Jo Dillon, Emily Shackleton | 3:04 |
| 5 | Bad Love | Whitters, Jake Gear, Brett Tyler | 3:26 |
| 6 | Everything She Ain't | Whitters, Jessie Jo Dillon, Emily Shackleton | 2:31 |
Singles as lead artist
Hailey Whitters has issued a series of singles as lead artist since 2018, transitioning from independent releases to major-label efforts that have garnered radio airplay and certifications. Her early singles established her narrative style rooted in Midwestern life, while later ones from albums like Raised and I'm In Love achieved commercial milestones on Billboard charts.[72] The following table enumerates her primary lead singles from 2015 to 2025, including release details, associated albums or EPs, peak positions on Billboard's Country Airplay chart (where applicable), and certifications.| Year | Single | Album/EP | Peak Country Airplay | Certification |
|---|---|---|---|---|
| 2018 | "Ten Year Town" | The Dream | — | — |
| 2019 | "The Days" | The Days | — | — |
| 2021 | "Fillin' My Cup" (featuring Little Big Town) | The Dream | — | — |
| 2022 | "Everything She Ain't" | Raised | 17 | Platinum (RIAA) |
| 2022 | "The Neon" | Raised | — | — |
| 2023 | "I'm In Love" | I'm In Love | 51 | — |
| 2025 | "Casseroles" | Corn Queen (promotional) | — | — |
| 2025 | "Prodigal Daughter" (featuring Molly Tuttle) | Corn Queen (promotional) | — | — |
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