Best Josh Ross Songs as a Super Fan

Josh Ross, the Canadian country music sensation born in Waterdown, Ontario, has carved a unique niche in the genre with his blend of modern country rock, heartfelt lyrics, and a raspy vocal style that draws from influences as diverse as Guns N’ Roses, Metallica, and Steve Earle. After a football career at Western University was cut short by injuries, Ross turned to music, moving to Nashville in 2019 to chase his dreams. Since then, he’s amassed over 900 million career streams, earned the 2024 CCMA Entertainer of the Year title, and won the Jeff Walker Global Country Artist Award at the 2024 CMA Awards. His songs, often rooted in personal experiences, resonate with fans through themes of love, heartbreak, and good-time vibes. This article ranks his top 10 songs, incorporating chart performance, streaming data, concert setlists, and fan reactions from platforms like X, while highlighting the emotional and musical impact of each track. We also include honorable mentions to celebrate the breadth of his growing discography.

The Appeal of Josh Ross’s Music

Ross’s music stands out for its emotional authenticity and versatility, seamlessly shifting between soulful ballads and upbeat anthems. His ability to weave personal stories into universal themes has earned him a dedicated fanbase, with songs like “Trouble” and “Single Again” topping Canadian Country Radio charts. His 2024 EP Complicated showcases his evolution, blending contemporary country with rock influences, while his live performances—supporting acts like Nickelback, Bailey Zimmerman, and Luke Bryan—have solidified his reputation as a dynamic performer. Fans on X praise his “killer voice” and relatable lyrics, with posts like one from @Inevitable-Funny7359 on Reddit noting his standout performance in Nashville. Below, we rank his top 10 songs, drawing on chart success, streaming numbers, and fan sentiment to highlight what makes each track special.

Top 10 Josh Ross Songs

1. Trouble

• Why It’s Great: “Trouble” is Ross’s signature song, a dusky power ballad that soared to #1 on Canadian Country Radio and earned RIAA Gold certification in the U.S. With 24.7K page views on Genius, it’s his most popular track, lauded for its soulful exploration of heartbreak and resilience. Fans on X call it a “heart-wrenching masterpiece,” with its raw vocals and dive-bar vibe striking a deep chord. Its inclusion in the Complicated EP and frequent live performances cement its status as a fan favorite.
• Key Achievements: #1 on Canadian Country Radio, RIAA Gold in the U.S., featured on Spotify’s top country playlists.

2. Single Again

• Why It’s Great: A bold barroom anthem, “Single Again” hit #1 on Canadian Country Radio and became a cornerstone of Ross’s 2024 Single Again Tour. Inspired by a real-life encounter with a high school crush, as Ross shared in a Wikipedia entry, the song’s catchy melody and relatable lyrics about moving on resonate widely. Fans on X, like @k99online, noted its climb to the top 10, praising its infectious energy. Multiple music videos, including an official tour performance, highlight its live appeal.
• Key Achievements: #1 on Canadian Country Radio, top 10 on Billboard Country Airplay, over 900 million career streams.

3. On a Different Night

• Why It’s Great: This Platinum-certified track, with over 28.2 million streams, marked Ross’s major-label debut and peaked in the top 5 on Canadian Country Radio. Its reflective lyrics about missed romantic opportunities connect deeply with fans, who appreciate its emotional depth. A Reddit thread from @Inevitable-Funny7359 highlighted it as a standout, and its frequent inclusion in setlists underscores its popularity.
• Key Achievements: Platinum-certified in Canada, top 5 on Canadian Country Radio, nominated for Single of the Year at the 2023 CCMA Awards.

4. First Taste of Gone

• Why It’s Great: Another Platinum-certified hit, “First Taste of Gone” has amassed over 21.3 million streams and reached the top 5 on Canadian Country Radio. This cathartic ballad about romantic loss showcases Ross’s storytelling, with fans praising its emotional resonance. Its viral success on Spotify’s New Boots and Next From Nashville playlists helped introduce Ross to U.S. audiences.
• Key Achievements: Platinum-certified in Canada, top 5 on Canadian Country Radio, featured on Spotify’s top country playlists.

5. Ain’t Doin’ Jack

• Why It’s Great: A charted single known for its high-energy vibe, “Ain’t Doin’ Jack” is a staple in Ross’s live performances, as seen in 2024 setlists on setlist.fm. Its rock-infused country sound gets crowds moving, with fans appreciating its fun, rebellious spirit. The song’s inclusion in his Single Again Tour setlists highlights its appeal.
• Key Achievements: Charted on Canadian Country Radio, frequently performed live.

6. Leave Me Too

• Why It’s Great: This charted single adds to Ross’s repertoire of heartfelt songs, exploring themes of love and loss. Its emotional weight and Ross’s passionate delivery make it a fan favorite, often featured in his live shows. Its inclusion in his discography alongside other hits underscores its significance.
• Key Achievements: Charted on Canadian Country Radio, performed in 2024 concerts.

7. Complicated

• Why It’s Great: The title track of Ross’s 2024 EP, “Complicated” reflects the complexities of relationships with a modern country-rock edge. Its frequent performance in 2024 setlists, as noted on setlist.fm, indicates strong fan support. The song’s introspective lyrics resonate with listeners seeking depth in Ross’s music.
• Key Achievements: Featured on the Complicated EP, performed in 2024 concerts.

8. Matching Tattoos

• Why It’s Great: A reflective piano ballad from the Complicated EP, “Matching Tattoos” explores the lingering memories of a past relationship. Described by Apple Music as a “warm and nostalgic” track, it’s a fan favorite for its poignant storytelling. Its regular inclusion in live setlists highlights its emotional impact.
• Key Achievements: Featured on the Complicated EP, performed in 2024 concerts.

9. Tall Boys

• Why It’s Great: This twanged-up, sun-kissed weekend jam captures Ross’s laid-back side, as noted in Apple Music. Its fun, upbeat vibe makes it a crowd-pleaser in live performances, with fans enjoying its carefree energy. Its inclusion in 2024 setlists underscores its popularity.
• Key Achievements: Featured in 2020 EP Do What You Love, performed in 2024 concerts.

10. Truck Girl

• Why It’s Great: From the Complicated EP, “Truck Girl” resonates with fans for its relatable narrative and catchy melody. Released alongside “Single Again” in January 2024, it’s gained traction in live shows, as seen in setlist.fm data. Fans on X have praised its storytelling, making it a rising favorite.
• Key Achievements: Featured on the Complicated EP, performed in 2024 concerts.

Honorable Mentions

• Burn Back: A reflective track from the Complicated EP, gaining attention in live performances for its emotional depth.
• New Me
• Tell Me a Lie: Frequently performed in 2024 setlists, this song’s emotional pull resonates with fans, as noted on setlist.fm.
• Red Flags
• She Don’t Smoke: A unique track from the Complicated EP, praised by Apple Music for its melodic appeal and modern country vibe.
• Movin’ On
• If You Were a Song: An early 2019 release that helped launch Ross’s career, noted for its romantic lyrics and pristine production.
• Want This Beer
• Born with a Boyfriend: Another early hit from 2019, celebrated for its clever lyrics and nostalgic charm, as mentioned in Apple Music.

Fan and Social Media Insights

Ross’s fans are vocal about their love for his music, particularly on platforms like X and Reddit. A Reddit thread from @Inevitable-Funny7359 praised his “killer voice” and highlighted “On a Different Night” as a standout, reflecting the song’s emotional impact. On X, posts like one from @k99online celebrated “Single Again” climbing the charts, while @CountrySwag hyped his collaboration “Drunk Right Now (Na Na Na)” with Akon, suggesting his newer tracks are gaining traction. Concert setlists from 2024, as documented on setlist.fm, show Ross consistently performs tracks like “Trouble,” “Single Again,” and “Complicated,” indicating their status as fan favorites. His ability to connect with audiences through live performances, like his sold-out show at Western University, further underscores his growing popularity.

Recent Developments and Future Outlook

Ross’s career is on an upward trajectory, with his 2024 EP Complicated showcasing his growth as an artist. His recent collaboration with Akon on “Drunk Right Now (Na Na Na),” highlighted in X posts by @CountrySwag and @Much, shows his willingness to experiment with new sounds, potentially broadening his appeal. His 2025 Juno nominations and upcoming tour with Jelly Roll on The Beautifully Broken Great Northern Tour signal continued momentum. Fans are excited about new releases like “Hate How You Look,” mentioned in an X post by @BrittniDeJong, indicating Ross’s discography is still evolving.

Josh Ross’s top 10 songs reflect his ability to blend emotional storytelling with modern country-rock flair, earning him a dedicated fan base and critical acclaim. From the chart-topping “Trouble” and “Single Again” to the introspective “Matching Tattoos” and upbeat “Tall Boys,” his music offers something for every country fan. As he continues to tour and release new music, Ross is poised to become a household name, with his songs resonating across borders and genres.