Simon Orton: Singer Songwriter Australia in Country Music

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Close-up of a man wearing a white cowboy hat, featured in Illustrate Independent Music Magazine.

Reviews Simon Orton Music

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Regardless of your musical taste or generational placement across the eras, this Frank Sinatra classic will most likely have found its way into your life at some point. A melodic progression that’s iconic, and a subject matter that’s ever relatable, timeless, and comforting in its optimism and acceptance.

This October, Australian art

This October, Australian artist Simon Orton turns his vocal charm towards the confidence and realism of That’s Life, and it’s a uniquely mellow celebration, which pays a respectable tribute to the 1960s classic.

Built around an organic live-band set-up of piano, guitars, and light drums, Simon Orton’s cover of That’s Life steers away from the original bass-band bravado of Sinatra’s track, and fully leans into this nearly whispered depth and warmth that is the Simon Orton voice and style.

The music gathers momentum at the right moments, but it’s all gentle, reflective in a new kind of way, and aptly underlines the quiet resilience of our protagonist, and the inspiration behind the cover; a devastating struggle that urgently required some perspective and positivity. There’s no better confrontation or relief than the stark honesty and acceptance of That’s Life, and Orton gifts the song a pleasant recrafting. Rebecca Cullen

Single out October 10th – Pre-save That’s Life. Find Simon Orton on Instagram, Facebook, X.

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Portraits of Simon Orton, a musician and songwriter, showcasing his casual and western styles.

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Simon Orton’s debut single “The Next Me,” released on May 16, 2025, is a heartfelt country ballad. Hailing from rural Australia, Orton brings a grounded authenticity to the track, steeped in the dusty warmth of the outback and the tender complexity of new fatherhood. The song captures the seismic shift that comes with holding your ch

Opening with the familiar hum of warm guitar strums and the gentle shake of percussion, the track quickly invites listeners into a quiet moment of reflection. The drums tap in, steady as a heartbeat, as Orton’s deep, gravelly, and incredibly tender voice delivers a spoken word that sounds like a private thought spoken aloud. As the melody unfolds, he eases into song with emotional sincerity. It holds the grit of a long day on the land and the softness of a new dad whispering lullabies in the dark.

What makes “The Next Me” remarkable is the way it transforms a personal milestone into a universal narrative. It’s an anthem for anyone who’s stood at the threshold of change—unsure, a little scared, but ready to step into the unknown because love has given them no other choice. The layering of guitar, percussion, and a subtle symphonic backdrop creates a field as vast and open as Orton’s own home country.

A student of storytellers like Paul Kelly, Simon Orton writes with restraint and resonance. With “The Next Me,” he has written a letter to the future of him. Be a part of it on Spotify.

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Australian singer-songwriter Simon Orton in a black hat and blazer.

Music Crowns Thats Life Frank Sinatra Cover

Release Date: 10th October – Pre-Save Here

Simon Orton’s latest single, ‘That’s Life‘, is set to drop on October 10, 2025. In a bold reimagining of Frank Sinatra’s timeless anthem, the Australian singer-songwriter delivers a jazz-country fusion that’s as unexpected as it is unforgettable.

That’s Life is a reinvention. Stripping away t

Release Date: 10th October – Pre-Save Here

That’s Life is a reinvention. Stripping away the brassy swagger of Sinatra’s 1960s classic, Simon Orton rebuilds the song with an intimate piano-guitar ensemble that feels like a conversation across eras. His gravelly voice, steeped in hope and hard-won wisdom, transforms the track into something deeply personal yet universally relatable — a dialogue between jazz’s soulful intimacy and country’s earthiness.

What sets this release apart is its emotional core. Informed by a recent family crisis, Simon Orton infuses That’s Life with a quiet strength that speaks to resilience. His interpretation doesn’t dwell in despair but lifts the listener through hardship with dignity. It’s a testament to carrying on, re-imagining a classic message of perseverance for a modern audience.

Hailing from the wide-open spaces of Australia, Simon Orton brings a rare authenticity to his craft. A farmer-turned-storyteller, he spends his days traveling the country to foster safer, more emotionally aware workplaces. Following the success of his May 2025 single, The Next Me — praised by Illustrate Magazine as “a heartfelt country ballad steeped in the dusty warmth of the outback” — Simon continues to carve his own path. His whiskey-smooth voice and poetic grit have earned comparisons to a private thought spoken aloud, resonating with anyone standing at life’s crossroads.

Influences
Frank Sinatra, Tony Bennett, Norah Jones, Gregory Porter, Diana Krall, Paul Kelly, Johnny Cash, Willie Nelson, Casey Chambers

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Music Crowns is the no.1 global artist discovery platform, promotions and opportunities hub for the world's best unsigned, independent and breakthrough music artists.

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Illustrate That's Life Frank Sinatra Cover

Music Crowns Thats Life Frank Sinatra Cover

Australian singer-songwriter Simon Orton breathes new life into a classic with his latest single, “That’s Life,” released on October 10, 2025. It’s not your run-of-the-mill cover of Frank Sinatra’s iconic tune because Orton’s version is a heartfelt reinvention, fusing the smoky elegance of jazz with the grounded warmth of country. It results in a nostalgic and new sound, like a conversation between two old souls across generations. Drawing inspiration from a recent family crisis, Orton channels his emotions into something comforting, sprouting resilience from the depths of heartbreak.

The song opens with mellow piano notes and softly plucked guitar chords, instantly creating an intimate, fireside atmosphere. Light, brushed drums follow, keeping time like a slow heartbeat. Then comes Orton’s deep, gravelly voice with its subtle grit. Pushing through the struggles, he leans into acceptance, almost like he’s raising a glass to survival itself.

As the track unfolds, the melodies run with understated optimism. Gone is the big-band vibes of Sinatra’s version. Orton gives us something more grounded, like he’s talking to you from the porch at sundown. His phrasing lingers on certain words, letting them breathe and ache before resolving softly, as if he’s making peace with every stumble and start again.

By the time the final chord fades, “That’s Life” feels reborn. Simon Orton lives the song, and in doing so, he shows that rolling with the punches is a philosophy in theory, and the very rhythm of being alive, when practiced.

Review by: Naomi Joan

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Simon Orton music singer songwriter

Country Music, Singer Song Writer Guitarist Simon Orton Music

Raised on a Queensland farm and now travelling across Australia to help businesses build safer, more emotionally aware workplaces, Simon Orton brings rare authenticity to both his work and his art. As a songwriter, singer, guitarist, and poet, Simon writes with the same honesty he brings to life — unfiltered, heartfelt, and grounded in lived experience.

An emerging voice in Australia’s country music scene, Simon Orton Music bridges the worlds of storytelling and soul-searching. His songs carry the open-sky spirit of the outback and the quiet resilience of those who’ve weathered life’s hardest seasons.

His debut single, “The Next Me” (May 16, 2025), introduced listeners to a voice “incredibly tender… like a private thought spoken aloud” (Naomi Joan, Illustrate Magazine). The magazine described it as “a heartfelt country ballad steeped in the dusty warmth of the outback and the tender complexity of new fatherhood.” With poetic grit and emotional vulnerability, Orton’s songwriting has already become “an anthem for anyone who’s stood at the threshold of change — unsure, a little scared, but ready to step into the unknown.”

In his October 2025 release, “That’s Life,” Simon breathes new life into Frank Sinatra’s timeless classic — a fusion of smoky jazz and country warmth. As Naomi Joan wrote in Illustrate Magazine (October 2025):

“Australian singer-songwriter Simon Orton breathes new life into a classic with his latest single, ‘That’s Life.’ It’s not your run-of-the-mill cover because Orton’s version is a heartfelt reinvention, fusing the smoky elegance of jazz with the grounded warmth of country… Drawing inspiration from a recent family crisis, Orton channels his emotions into something comforting, sprouting resilience from the depths of heartbreak.”

Built around mellow piano, brushed drums, and Orton’s signature deep, gravelly voice, That’s Life “feels reborn… like he’s talking to you from the porch at sundown.” By the final chord, it’s not just a cover — it’s a quiet philosophy: that rolling with the punches isn’t just survival, it’s the rhythm of being alive.

Today, Simon Orton stands as a uniquely Australian voice — one who blurs the lines between songwriter and storyteller, country and jazz, dust and poetry. His music carries the heart of a traveller, the grit of a worker, and the soul of a poet — Simon Orton Music is where resilience meets rhythm. Naomi Joan Illustrate Magazine

Simon Orton Music Song reviews

That’s Life (Country Jazz Fusion Cover | Sinatra Meets Outback Soul). Simon Orton, a talented singer songwriter, reimagines Frank Sinatra’s timeless classic That’s Life with a bold country music and jazz fusion. This video teaser offers a first glimpse of a smoky, soulful reinvention that blends the intimacy of jazz with the grit of country music. Stripping away the brass of the original, Simon Orton Music rebuilds That’s Life with piano, guitar, and his gravelly voice.

That's Life, Frank Sinatra Cover

Reviews Simon Orton Music

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Music Crowns Thats Life Frank Sinatra Cover

Music Crowns Thats Life Frank Sinatra Cover

Music Crowns Thats Life Frank Sinatra Cover

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Illustrate That's Life Frank Sinatra Cover

Music Crowns Thats Life Frank Sinatra Cover

Music Crowns Thats Life Frank Sinatra Cover

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Simon Orton music singer songwriter

Simon Orton Music Song reviews

Simon Orton: Singer Songwriter from Australia

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That's Life, Frank Sinatra Cover

Reviews Simon Orton Music

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Music Crowns Thats Life Frank Sinatra Cover

Music Crowns Thats Life Frank Sinatra Cover

Music Crowns Thats Life Frank Sinatra Cover

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Illustrate That's Life Frank Sinatra Cover

Music Crowns Thats Life Frank Sinatra Cover

Music Crowns Thats Life Frank Sinatra Cover

Youtube Simon Orton Music

Simon Orton music singer songwriter

Simon Orton Music Song reviews

Simon Orton: Singer Songwriter from Australia

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Simon Orton Music Country and Western